Combinations of Aminocatalysts and Metal Catalysts: A Powerful Cooperative Approach in Selective Organic Synthesis

Chemical Reviews

Volumn 116, Issue 22, 2016, Pages 13512-13570

  Afewerki, Samson ^a,b   Córdova, Armando ^a,b  

^a MID SWEDEN UNIVERSITY   (Sweden)

^b STOCKHOLM UNIVERSITY   (Sweden)

Author keywords

[No Author keywords available]

Indexed keywords

ACTIVATION ANALYSIS; CATALYSIS; CHEMICAL ACTIVATION; METALS; MOLECULAR ORBITALS; TRANSITION METALS;

ALLENYLIDENE COMPLEXES; AMINO-CATALYSTS; CARBONYL SUBSTRATES; CATALYST RECYCLABILITY; CHEMICAL TRANSFORMATIONS; LEWIS-ACID ACTIVATION; ORGANIC SYNTHESIS; TRANSITION METAL CATALYSTS;

CATALYSTS;

AMINE; HEAVY METAL;

ALKYLATION; CATALYSIS; CHEMISTRY; CYCLOADDITION; OXIDATION REDUCTION REACTION; PROCEDURES; SYNTHESIS;

ALKYLATION; AMINES; CATALYSIS; CHEMISTRY TECHNIQUES, SYNTHETIC; CYCLOADDITION REACTION; METALS, HEAVY; OXIDATION-REDUCTION;

EID: 84998980146     PISSN: 00092665     EISSN: 15206890     Source Type: Journal    
DOI: 10.1021/acs.chemrev.6b00226     Document Type: Review

References (390)

1. Comprehensive Asymmetric Catalysis; Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.; Springer-Verlag: Berlin, 1999.
2. Transition Metals in Organic Synthesis: A Practical Approach; Gibson, S. E., Ed.; Oxford University Press: 1997.
3. Ziegler, K. Consequences and Development of an Invention. In Nobel Lectures, Chemistry 1963-1970; Elsevier: Amsterdam, Netherlands, 1972.
4. Natta, G. From the Stereospecific Polymerization to the Asymmetric Autocatalytic Synthesis of Macromolecules. In Nobel Lectures, Chemistry 1963-1970; Elsevier: Amsterdam, Netherlands, 1972.
5. Knowles, W. S.; Sabacky, M. J. Catalytic Asymmetric Hydrogenation employing a Soluble, Optically Active, Rhodium Complex Chem. Commun. (London) 1968, 1445-1446 10.1039/c19680001445
6. Miyashita, A.; Yasuda, A.; Takaya, H.; Toriumi, K.; Ito, T.; Souchi, T.; Noyori, R. Synthesis of 2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl (BINAP), an Atropisomeric Chiral Bis(triaryl)phosphine, and Its Use in the Rhodium(I)-Catalyzed Asymmetric Hydrogenation of α-(Acylamino)acrylic Acids J. Am. Chem. Soc. 1980, 102, 7932-7934 10.1021/ja00547a020
7. Katsuki, T.; Sharpless, K. B. The First Practical Method for Asymmetric Epoxidation J. Am. Chem. Soc. 1980, 102, 5974-5976 10.1021/ja00538a077
8. Hérisson, J.-L.; Chauvin, Y. Catalyse de Transformation des Oléfines Par les Complexes du Tungstène. II. Télomérisation des Oléfines Cycliques en Présence D'oléfines Acycliques Makromol. Chem. 1971, 141, 161-176 10.1002/macp.1971.021410112
9. Schrock, R. R. An "Alkylcarbene" Complex of Tantalum by Intramolecular α-Hydrogen Abstraction J. Am. Chem. Soc. 1974, 96, 6796-6797 10.1021/ja00828a061
10. Grubbs, R. H.; Brunck, T. K. A Possible Intermediate in the Tungsten-Catalyzed Olefin Metathesis Reaction J. Am. Chem. Soc. 1972, 94, 2538-1540 10.1021/ja00762a073
11. Heck, R. F. Arylation, Methylation, and Carboxyalkylation of Olefins by Group VIII Metal Derivatives J. Am. Chem. Soc. 1968, 90, 5518-5526 10.1021/ja01022a034
12. Negishi, E.-I.; Baba, S. Novel Stereoselective Alkenyl-Aryl Coupling via Nickel-catalysed Reaction of Alkenylalanes with Aryl Halides J. Chem. Soc., Chem. Commun. 1976, 596b-597b 10.1039/C3976000596B
13. Baba, S.; Negishi, E.-I. A Novel Stereospecific Alkenyl-Alkenyl Cross-Coupling by a Palladium- or Nickel-Catalyzed Reaction of Alkenylalanes with Alkenyl Halides J. Am. Chem. Soc. 1976, 98, 6729-6731 10.1021/ja00437a067
14. Miyaura, N.; Yamada, K.; Suzuki, A. A New Stereospecific Cross-Coupling by the Palladium-Catalyzed Reaction of 1-Alkenylboranes with 1-Alkenyl or 1-Alkynyl Halides Tetrahedron Lett. 1979, 20, 3437-3440 10.1016/S0040-4039(01)95429-2
15. Miyaura, N.; Suzuki, A. Stereoselective Synthesis of Arylated (E)-Alkenes by the Reaction of Alk-1-enylboranes with Aryl Halides in the Presence of Palladium Catalyst. J. Chem. Soc J. Chem. Soc., Chem. Commun. 1979, 866-867 10.1039/c39790000866
16. Dalko, P. I.; Moisan, L. Enantioselective Organocatalysis Angew. Chem., Int. Ed. 2001, 40, 3726-3748 10.1002/1521-3773(20011015)40:20<3726::AID-ANIE3726>3.0.CO;2-D
17. Dalko, P. I.; Moisan, L. In the Golden Age of Organocatalysis Angew. Chem., Int. Ed. 2004, 43, 5138-5175 10.1002/anie.200400650
18. Gaunt, M. J.; Johansson, C. C. C.; McNally, A.; Vo, N. T. Enantioselective Organocatalysis Drug Discovery Today 2007, 12, 8-27 10.1016/j.drudis.2006.11.004
19. MacMillan, D. W. C. The Advent and Development of Organocatalysis Nature 2008, 455, 304-308 10.1038/nature07367
20. Bertelsen, S.; Jørgensen, K. A. Organocatalysis-After the Gold Rush Chem. Soc. Rev. 2009, 38, 2178-2189 10.1039/b903816g
21. Cheong, P. H.-Y.; Legault, C. Y.; Um, J. M.; CÌelebi-Ölçüm, N.; Houk, K. N. Quantum Mechanical Investigations of Organocatalysis: Mechanisms, Reactivities, and Selectivities Chem. Rev. 2011, 111, 5042-5137 10.1021/cr100212h
22. Moyano, A.; Rios, R. Asymmetric Organocatalytic Cyclization and Cycloaddition Reactions Chem. Rev. 2011, 111, 4703-4832 10.1021/cr100348t
23. Dalko, P. I. Comprehensive Enantioselective Organocatalysis: Catalysts, Reactions, and Applications; Wiley-VCH Verlag: Weinheim, Germany, 2013; Vol. 3.
24. Torres, R. R. Stereoselective Organocatalysis: Bond Formation Methodologies and Activation Modes; John Wiley & Sons, Inc.: Hoboken, NJ, 2013.
25. Mayer, S. F.; Kroutil, W.; Faber, K. Enzyme-initated Domino (Cascade) Reactions Chem. Soc. Rev. 2001, 30, 332-339 10.1039/b105493g
26. Bruggink, A.; Schoevaart, R.; Kieboom, T. Concepts of Nature in Organic Synthesis: Cascade Catalysis and Multistep Conversions in Concert Org. Process Res. Dev. 2003, 7, 622-640 10.1021/op0340311
27. Wasilke, J.-C.; Obrey, S. J.; Baker, R. T.; Bazan, C. G. Concurrent Tandem Catalysis Chem. Rev. 2005, 105, 1001-1020 10.1021/cr020018n
28. Chapman, C. J.; Frost, C. G. Tandem and Domino Catalytic Strategies for Enantioselective Synthesis Synthesis 2007, 2007, 1-21 10.1055/s-2006-950379
29. Walji, A. M.; MacMillan, D. W. C. Strategies to Bypass the Taxol Problem. Enantioselective Cascade Catalysis, a New Approach for the Efficient Construction of Molecular Complexity Synlett 2007, 2007, 1477-1489 10.1055/s-2007-980382
30. Ambrosini, L. M.; Lambert, T. H. Multicatalysis: Advancing Synthetic Efficiency and Inspiring Discovery ChemCatChem 2010, 2, 1373-1380 10.1002/cctc.200900323
31. Ramachary, D. B.; Jain, S. Sequential One-Pot Combination of Multi-component and Multi-Catalysis Cascade Reactions: An Emerging Technology in Organic Synthesis Org. Biomol. Chem. 2011, 9, 1277-1300 10.1039/C0OB00611D
32. Denard, C. A.; Hartwig, J. F.; Zhao, H. Multistep One-Pot Reactions Combining Biocatalysts and Chemical Catalysts for Asymmetric Synthesis ACS Catal. 2013, 3, 2856-2864 10.1021/cs400633a
33. Shao, Z.; Zhang, H. Combining Transition Metal Catalysis and Organocatalysis: A Broad New Concept for Catalysis Chem. Soc. Rev. 2009, 38, 2745-2755 10.1039/b901258n
34. Zhong, C.; Shi, X. When Organocatalysis Meets Transition-Metal Catalysis Eur. J. Org. Chem. 2010, 2010, 2999-3025 10.1002/ejoc.201000004
35. Patil, N. T.; Shinde, V. S.; Gajula, B. A One-Pot Catalysis: The Strategic Classification with some Recent Examples Org. Biomol. Chem. 2012, 10, 211-224 10.1039/C1OB06432K
36. Allen, A. E.; MacMillan, D. W. C. Synergistic Catalysis: A Powerful Synthetic Strategy for New Reaction Development Chem. Sci. 2012, 3, 633-658 10.1039/c2sc00907b
37. Wende, R. C.; Schreiner, P. R. Evolution of Asymmetric Organocatalysis: Multi- and Retrocatalysis Green Chem. 2012, 14, 1821-1849 10.1039/c2gc35160a
38. Du, Z.; Shao, Z. Combining Transition Metal Catalysis and Organocatalysis-An Update Chem. Soc. Rev. 2013, 42, 1337-1378 10.1039/C2CS35258C
39. Deng, Y.; Kumar, S.; Wang, H. Synergistic-Cooperative Combination of Enamine Catalysis with Transition Metal Catalysis Chem. Commun. 2014, 50, 4272-4284 10.1039/c4cc00072b
40. Inamdar, S. M.; Shinde, V. S.; Patil, N. T. Enantioselective Cooperative Catalysis Org. Biomol. Chem. 2015, 13, 8116-8162 10.1039/C5OB00986C
41. After the initial submission of this work, the following review was reported: Meazza, M.; Rios, R. Merging Transition-Metal Activation and Aminocatalysis Synthesis 2016, 48, 960-973 10.1055/s-0035-1561328
42. Smidt, J.; Hafner, W.; Jira, R.; Sedlmeier, J.; Sieber, R.; Rüttinger, R.; Kojer, H. Katalytische Umsetzungen von Olefinen an Platinmetall-Verbindungen Das Consortium-Verfahren zur Herstellung von Acetaldehyd Angew. Chem. 1959, 71, 176-182 10.1002/ange.19590710503
43. Modern Oxidation Methods, 2 nd ed.; Bäckvall, J.-E., Ed.; Wiley-VCH: Weinheim, Germany, 2010.
44. Erkkilä, A.; Majander, I.; Pihko, P. M. Iminium Catalysis Chem. Rev. 2007, 107, 5416-5470 10.1021/cr068388p
45. Knoevenagel, E. Ueber eine Darstellungsweise der Glutarsäure Ber. Dtsch. Chem. Ges. 1894, 27, 2345-2346 10.1002/cber.189402702229
46. Knoevenagel, E. Ueber eine Darstellungsweise des Benzylidenacetessigesters Ber. Dtsch. Chem. Ges. 1896, 29, 172-174 10.1002/cber.18960290133
47. Fischer, E.; Fourneau, E. Ueber einige Derivate des Glykocolls Ber. Dtsch. Chem. Ges. 1901, 34, 2868-2877 10.1002/cber.190103402249
48. Fischer, E. Über die Hydrolyse des Caseins mit Salzsäure Hoppe-Seyler's Z. Physiol. Chem. 1901, 33, 151-176 10.1515/bchm2.1901.33.1-2.151
49. Fischer, E. Synthesen von Polypeptiden, IX. Chloride der Amino-säuren und ihrer Acylderivate Ber. Dtsch. Chem. Ges. 1905, 38, 605-619 10.1002/cber.190503801103
50. Fischer, G. F.; Marschall, A. Über die Beschleuniung von Aldol-Kondensationen durch Amino-säuren Ber. Dtsch. Chem. Ges. B 1931, 64, 2825-2827 10.1002/cber.19310641113
51. Mukherjee, S.; Yang, J. W.; Hoffmann, S.; List, B. Asymmetric Enamine Catalysis Chem. Rev. 2007, 107, 5471-5569 10.1021/cr0684016
52. Lindwall, H. G.; Maclennan, J. S. A Condensation of Acetophenone with Isatin by the Knoevenagel Method J. Am. Chem. Soc. 1932, 54, 4739-4744 10.1021/ja01351a034
53. Stork, G.; Brizzolara, A.; Landesman, H.; Szmuszkovicz, J.; Terrell, R. The Enamine Alkylation and Acylation of Carbonyl Compounds J. Am. Chem. Soc. 1963, 85, 207-222 10.1021/ja00885a021
54. Stork, G.; Saccomano, N. A. Enantioselective Synthesis of an Intermediate for the Intramolecular Diels-Alder Construction of 11-Ketosteroids Tetrahedron Lett. 1987, 28, 2087-2090 10.1016/S0040-4039(00)96050-7
55. Yamada, S.-I.; Otani, G. Asymmetric Synthesis with Amino Acid II Asymmetric Synthesis of Optically Active 4,4-Disubstituted-Cyclohexenone Tetrahedron Lett. 1969, 10, 4237-4240 10.1016/S0040-4039(01)88663-9
56. Hajos, Z. G.; Parrish, D. R. Asymmetric Synthesis of Optically Active Polycyclic Organic Compound. German Patent DE 2102623, 1971.
57. Hajos, Z. G.; Parrish, D. R. Asymmetric Synthesis of Bicyclic Intermediates of Natural Product Chemistry J. Org. Chem. 1974, 39, 1615-1621 10.1021/jo00925a003
58. Eder, U.; Sauer, G.; Wiechert, R. Optically active 1,5-Indanone and 1,6-Naphthalenedione. German Patent DE 2014757, Oct 7, 1971.
59. Eder, U.; Sauer, G.; Wiechert, R. New Type of Asymmetric Cyclization of Optically Active Steroid CD Partial Structures Angew. Chem., Int. Ed. Engl. 1971, 10, 496-497 10.1002/anie.197104961
60. Woodward, R. B.; Logusch, E.; Nambiar, K. P.; Sakan, K.; Ward, D. E.; Au-Yeung, B.-W.; Balaram, P.; Browne, L. J.; Card, P. J.; Chen, C. H. et al. Asymmetric Total Synthesis of Erythromycin. 1. Synthesis of an Erythronolide A Seco Acid Derivative via Asymmetric Induction J. Am. Chem. Soc. 1981, 103, 3210-3213 10.1021/ja00401a049
61. Agami, C.; Platzer, N.; Puchot, C.; Sevestre, H. The Role of Proline In the Asymmetric Step of the Woodward Synthesis of Erythromycin Tetrahedron 1987, 43, 1091-1098 10.1016/S0040-4020(01)90046-8
62. Danishefsky, S.; Cain, P. Pyridine Route to Optically Active Estrone and 19-Norsteroids J. Am. Chem. Soc. 1975, 97, 5282-5284 10.1021/ja00851a046
63. Shimizu, I.; Naito, Y.; Tsuji, J. Synthesis of Optically Active (+)-19-Nortestosterone by Asymmetric Bis-Annulation Reaction Tetrahedron Lett. 1980, 21, 487-490 10.1016/S0040-4039(00)71440-7
64. Hagiwara, H.; Uda, H. Optically Pure (4aS)-(+)- or (4aR)-(â)-1,4a-Dimethyl-4,4a,7,8-Tetrahydronaphthalene-2,5(3H,6H)-dione and Its Use in the Synthesis of an Inhibitor of Steroid Biosynthesis J. Org. Chem. 1988, 53, 2308-2311 10.1021/jo00245a033
65. Corey, E. J.; Virgil, S. C. Enantioselective Total Synthesis of a Protosterol, 3β,20-Dihydroxyprotost-24-ene J. Am. Chem. Soc. 1990, 112, 6429-6431 10.1021/ja00173a059
66. Puchot, C.; Samuel, O.; DunÌach, E.; Zhao, S.; Agami, C.; Kagan, H. B. Nonlinear Effects in Asymmetric Synthesis. Examples in Asymmetric Oxidations and Aldolization Reactions J. Am. Chem. Soc. 1986, 108, 2353-2357 10.1021/ja00269a036
67. Paulmier, C.; Outurquin, F.; Plaquevent, J.-C. Enantioselective α-Selenenylation of 2-Phenylpropanal Tetrahedron Lett. 1988, 29, 5889-5891 10.1016/S0040-4039(00)82217-0
68. Kawara, A.; Taguchi, T. An Enantioselective Michael Addition of Soft Nucleophiles to Prochiral Enone Catalyzed by (2-Pyrrolidyl)alkyl Ammonium Hydroxide Tetrahedron Lett. 1994, 35, 8805-8808 10.1016/S0040-4039(00)78503-0
69. Belokon', Yu. N.; Kochetkov, K. A.; Churkina, T. D.; Ikonnikov, N. S.; Orlova, S. A.; Kuz'mina, N. A.; Bodrov, D. E. Asymmetric Addition of Methyl Nitroacetate to Crotonaldehyde Catalyzed by Chiral Amines Russ. Chem. Bull. 1993, 42, 1525-1529 10.1007/BF00699188
70. Yamaguchi, M.; Shiraishi, T.; Hirama, M. A Catalytic Enantioselective Michael Addition of a Simple Malonate to Prochiral α,β-Unsaturated Ketones and Aldehydes Angew. Chem., Int. Ed. Engl. 1993, 32, 1176-1178 10.1002/anie.199311761
71. Nakagawa, M.; Nakao, H.; Watanabe, K.-I. Steric Effects of Chiral Ligands in A New Type of Aldol Condensation Catalyzed by Zinc(II) Complexes of α-Amino Acid Esters Chem. Lett. 1985, 14, 391-394 10.1246/cl.1985.391
72. Asato, A. E.; Watanabe, C.; Li, X.-Y.; Liu, R. S. H. The Proline and β-Lactoglobulin Mediated Asymmetric Self-Condensation of β-Ionylideneacetaldehyde, Retinal and Related Compounds Tetrahedron Lett. 1992, 33, 3105-3108 10.1016/S0040-4039(00)79825-X
73. Tungler, A.; Kajtar, M.; Mathe, T.; Toth, G.; Fogassy, E.; Petro, J. Enantioselective Hydrogenation of α-β-Unsaturated Ketones Catal. Today 1989, 5, 159-171 10.1016/0920-5861(89)80023-9
74. Tungler, A.; Máthé, T.; Petró, J.; Tarnai, T. Enantioselective Hydrogenation of Isophorone J. Mol. Catal. 1990, 61, 259-267 10.1016/0304-5102(90)80001-Y
75. Schultz, P. G.; Lerner, R. A. From Molecular Diversity to Catalysis: Lessons from the Immune System Science 1995, 269, 1835-1842 10.1126/science.7569920
76. Reymond, J.-L.; Chen, Y. Catalytic, Enantioselective Aldol Reaction with an Artificial Aldolase Assembled from a Primary Amine and an Antibody J. Org. Chem. 1995, 60, 6970-6979 10.1021/jo00126a057
77. Zhong, G.; Hoffmann, T.; Lerner, R. A.; Danishefsky, S.; Barbas, C. F., III Antibody-Catalyzed Enantioselective Robinson Annulation J. Am. Chem. Soc. 1997, 119, 8131-8132 10.1021/ja970944x
78. Danishefsky, S. J.; Masters, J. J.; Young, W. B.; Link, J. T.; Snyder, L. B.; Magee, T. V.; Jung, D. K.; Isaacs, R. C. A.; Bornmann, W. G.; Alaimo, C. A.; Coburn, C. A.; Di Grandi, M. J. Total Synthesis of Baccatin III and Taxol J. Am. Chem. Soc. 1996, 118, 2843-2859 10.1021/ja952692a
79. List, B.; Lerner, R. A.; Barbas, C. F., III. Enantioselective Aldol Cyclodehydrations Catalyzed by Antibody 38C2 Org. Lett. 1999, 1, 59-62 10.1021/ol9905405
80. List, B.; Lerner, R. A.; Barbas, C. F., III. Proline-Catalyzed Direct Asymmetric Aldol Reactions J. Am. Chem. Soc. 2000, 122, 2395-2396 10.1021/ja994280y
81. Yamada, Y. M. A.; Yoshikawa, N.; Sasai, H.; Shibasaki, M. Direct Catalytic Asymmetric Aldol Reactions of Aldehydes with Unmodified Ketones Angew. Chem., Int. Ed. Engl. 1997, 36, 1871-1873 10.1002/anie.199718711
82. Trost, B. M.; Ito, H. A Direct Catalytic Enantioselective Aldol Reaction via a Novel Catalyst Design J. Am. Chem. Soc. 2000, 122, 12003-12004 10.1021/ja003033n
83. Ahrendt, K. A.; Borths, C. J.; MacMillan, D. W. C. New Strategies for Organic Catalysis: The First Highly Enantioselective Organocatalytic Diels-Alder Reaction J. Am. Chem. Soc. 2000, 122, 4243-4244 10.1021/ja000092s
84. Corey, E. J.; Bakshi, R. K.; Shibata, S. Highly Enantioselective Borane Reduction of Ketones Catalyzed by Chiral Oxazaborolidines. Mechanism and Synthetic Implications J. Am. Chem. Soc. 1987, 109, 5551-5553 10.1021/ja00252a056
85. 2-Symmetric Cu(II) Complexes as Chiral Lewis Acids. Catalytic Enantioselective Michael Addition of Silylketene Acetals to Alkylidene Malonates J. Am. Chem. Soc. 1999, 121, 1994-1995 10.1021/ja983864h
86. Colberg, J. C. Green Chemistry. In Practical Synthesis Organic Chemistry: Reactions, Principles, and Techniques; Caron, S., Ed.; John Wiley & Sons: 2011.
87. Anastas, P. T.; Warner, J. C. Green Chemistry: Theory and Practice; Oxford University Press: 2000.
88. Seayad, J.; List, B. Asymmetric Organocatalysis Org. Biomol. Chem. 2005, 3, 719-724 10.1039/b415217b
89. Moyano, A. Activation Modes In Asymmetric Organocatalysis. In Stereoselective Organocatalysis: Bond Formation Methodologies and Activation Modes, 1 st ed.; Torres, R. R., Ed.; John Wiley & Sons, Inc.; Hoboken, NJ, 2013; Chapter 2, pp 11-80.
90. Trost, B. M.; Crawley, M. L. Asymmetric Transition-Metal-Catalyzed Allylic Alkylations: Applications in Total Syntheis Chem. Rev. 2003, 103, 2921-2944 10.1021/cr020027w
91. Trost, B. M.; Van Vranken, D. L. Asymmetric Transition Metal-Catalyzed Allylic Alkylations Chem. Rev. 1996, 96, 395-422 10.1021/cr9409804
92. Hong, A. Y.; Stoltz, B. M. The Construction of All-Carbon Quaternary Stereocenters by Use of Pd-Catalyzed Asymmetric Allylic Alkylation Reactions in Total Synthesis Eur. J. Org. Chem. 2013, 2013, 2745-2759 10.1002/ejoc.201201761
93. Takeuchi, R. Iridium Complex-Catalyzed Highly Selective Organic Synthesis Synlett 2002, 1954-1965 10.1055/s-2002-35576
94. Tosatti, P.; Nelson, A.; Marsden, S. P. Recent Advances and Applications of Iridium-Catalyzed Asymmetric Allylic Substitution Org. Biomol. Chem. 2012, 10, 3147-3163 10.1039/c2ob07086c
95. Takeuchi, R.; Kashio, M. Iridium Complex-Catalyzed Allylic Alkylation of Allylic Esters and Allylic Alcohols: Unique Regio- and Stereoselectivity J. Am. Chem. Soc. 1998, 120, 8647-8655 10.1021/ja981560p
96. Bartels, B.; García-Yebra, C.; Helmchen, G. Asymmetric IrI-Catalysed Allylic Alkylation Of Monosubstituted Allylic Acetates With Phosphorus Amidites As Ligands Eur. J. Org. Chem. 2003, 2003, 1097-1103 10.1002/ejoc.200390162
97. Shu, C.; Leitner, A.; Hartwig, J. F. Enantioselective Allylation of Aromatic Amines after In Situ Generation of an Activated Cyclometalated Iridium Catalyst Angew. Chem., Int. Ed. 2004, 43, 4797-4800 10.1002/anie.200460276
98. Tissot-Croset, K.; Polet, D.; Alexakis, A. A Highly Effective Phosphoramidite Ligand for Asymmetric Allylic Substitution Angew. Chem., Int. Ed. 2004, 43, 2426-2428 10.1002/anie.200353744
99. Polet, D.; Alexakis, A.; Tissot-Croset, K.; Corminboeuf, C.; Ditrich, K. Phosphoramidite Ligands in Iridium-Catalyzed Allylic Substitution Chem.-Eur. J. 2006, 12, 3596-3609 10.1002/chem.200501180
100. Spiess, S.; Welter, C.; Franck, G.; Taquet, J.-P.; Helmchen, G. Iridium-Catalyzed Asymmetric Allylic Substitutions-Very High Regioselective and Air Stability with a Catalyst Derived from Dibenzo[a,e]cyclooctatetraene and a Phosphoramidite Angew. Chem., Int. Ed. 2008, 47, 7652-7655 10.1002/anie.200802480
101. Jellerichs, B. G.; Kong, J.-R.; Krische, M. J. Catalytic Enone Cycloallylation via Concomitant Activation of Latent Nucleophilic and Electrophilic Partners: Merging Organic and Transition Metal Catalysis J. Am. Chem. Soc. 2003, 125, 7758-7759 10.1021/ja0301469
102. Nakoji, M.; Kanayama, T.; Okino, T.; Takemoto, Y. Pd-Catalyzed Asymmetric Allylic Alkylation of Glycine Imino Ester Using a Chiral Phase-Transfer Catalyst J. Org. Chem. 2002, 67, 7418-7423 10.1021/jo0260645
103. Kanayama, T.; Yoshida, K.; Miyabe, H.; Takemoto, Y. Enantio- and Diastereoselective Ir-Catalyzed Allylic Substitutions for Asymmetric Synthesis of Amino Acid Derivatives Angew. Chem., Int. Ed. 2003, 42, 2054-2056 10.1002/anie.200250654
104. Nakoji, M.; Kanayama, T.; Okino, T.; Takemoto, Y. Chiral Phosphine-Free Pd-Mediated Asymmetric Allylation of Prochiral Enolate with a Chiral Phase-Transfer Catalyst Org. Lett. 2001, 3, 3329-3331 10.1021/ol016567h
105. Kanayama, T.; Yoshida, K.; Miyabe, H.; Takemoto, Y. Enantio- and Diastereoselective Ir-Catalyzed Allylic Substitutions for Asymmetric Synthesis of Amino Acid Derivatives Angew. Chem., Int. Ed. 2003, 42, 2054-2056 10.1002/anie.200250654
106. Chen, G.; Deng, Y.; Gong, L.; Mi, A.; Cui, X.; Jiang, Y.; Choi, M. C. K.; Chan, A. S. C. Palladium-Catalyzed Allylic Alkylation of Tert-butyl(diphylmethylene)-Glycinate with Simple Allyl Esters Under Chiral Phase Transfer Conditions Tetrahedron: Asymmetry 2001, 12, 1567-1571 10.1016/S0957-4166(01)00276-2
107. Hiroi, K.; Suya, K.; Sato, S. Palladium-Catalysed Asymmetric Allylations by a Chiral Allyl Ester; The Palladium Catalysis of (S)-Proline Allyl Ester Enamines J. Chem. Soc., Chem. Commun. 1986, 469-470 10.1039/c39860000469
108. Murahashi, S.-I.; Makabe, Y.; Kunita, K. Palladium(0)-Catalyzed Rearrangement of N-Allylenamines. Synthesis of δϵ -Unsaturated Imines and γ,δ-Unsaturated Carbonyl Compounds J. Org. Chem. 1988, 53, 4489-4495 10.1021/jo00254a013
109. Huang, Y.; Lu, X. Palladium Catalyzed Annulation Reaction Using a Bifunctional Allylic Alkylating Agent Tetrahedron Lett. 1988, 29, 5663-5664 10.1016/S0040-4039(00)80839-4
110. Hiroi, K.; Abe, J.; Suya, K.; Sato, S. Palladium-Catalyzed Asymmetric Allylations of Aldehydes via (S)-Proline Allyl Ester Enamines Tetrahedron Lett. 1989, 30, 1543-1546 10.1016/S0040-4039(00)99514-5
111. Hiroi, K.; Abe, J.; Suya, K.; Sato, S.; Koyama, T. The Palladium-Catalyzed Asymmetric α-Allylations of Carbonyl Compounds with Chiral Allyl Esters via Enamines and Imines J. Org. Chem. 1994, 59, 203-213 10.1021/jo00080a033
112. Zhao, X.; Liu, D.; Xie, F.; Zhang, W. Enamines: Efficient Nucleophiles for the Palladium-Catalyzed Asymmetric Allylic Alkylation Tetrahedron 2009, 65, 512-517 10.1016/j.tet.2008.11.003
113. Ibrahem, I.; Córdova, A. Direct Catalytic Intermolecular α-Allylic Alkylation of Aldehydes by Combination of Transition-Metal and Organocatalysis Angew. Chem., Int. Ed. 2006, 45, 1952-1956 10.1002/anie.200504021
114. Afewerki, S.; Ibrahem, I.; Rydfjord, J.; Breistein, P.; Córdova, A. Direct Regiospecific and Highly Enantioselective Intermolecular α-Allylic Alkylation of Aldehydes by a Combination of Transition-Metal and Chiral Amine Catalysts Chem.-Eur. J. 2012, 18, 2972-2977 10.1002/chem.201103366
115. Bihelovic, F.; Matovic, R.; Vulovic, B.; Saicic, R. N. Organocatalyzed Cyclizations of π-Allylpalladium Complexes: A New Method for the Construction of Five- and Six-Membered Rings Org. Lett. 2007, 9, 5063-5066 10.1021/ol7023554
116. Vulovic, B.; Bihelovic, F.; Matovic, R.; Saicic, R. N. Organocatalyzed Tsuji-Trost Reaction: A New Method for the Closure of Five- and Six-Membered Rings Tetrahedron 2009, 65, 10485-10494 10.1016/j.tet.2009.10.006
117. Tetrahedron 2010, 66, 3275. 10.1016/j.tet.2010.03.013
118. Weix, D. J.; Hartwig, J. F. Regioselective and Enantioselective Iridium-Catalyzed Allylation of Enamines J. Am. Chem. Soc. 2007, 129, 7720-7721 10.1021/ja071455s
119. Vulovic, B.; Gruden-Pavlovic, M.; Matovic, R.; Saicic, R. N. Substrate Stereocontrol in the Intramolecular Organocatalyzed Tsuji-Trost Reaction: Enantioselective Synthesis of Allokainates Org. Lett. 2014, 16, 34-37 10.1021/ol4028557
120. Mukherjee, S.; List, B. Chiral Counteranions in Asymmetric Transition-Metal Catalysis: Highly Enantioselective Pd/Brønsted Acid-Catalyzed Direct α-Allylation of Aldehydes J. Am. Chem. Soc. 2007, 129, 11336-11337 10.1021/ja074678r
121. Jindal, G.; Sunoj, R. B. Mechanistic Insights on Cooperative Asymmetric Multicatalysis Using Chiral Counterions J. Org. Chem. 2014, 79, 7600-7606 10.1021/jo501322v
122. Sato, T.; Tomioka, K. Catalytic Asymmetric Intramolecular Allylation of Aldehydes Heterocycles 2009, 77, 587-593 10.3987/COM-08-S(F)19
123. Zhao, X.; Liu, D.; Xie, F.; Liu, Y.; Zhang, W. Efficient Palladium-Catalyzed Asymmetric Allylic Alkylation of Ketones and Aldehydes Org. Biomol. Chem. 2011, 9, 1871-1875 10.1039/c0ob00915f
124. Zhao, X.; Liu, D.; Guo, H.; Liu, Y.; Zhang, W. C-N Bond Cleavage of Allylic Amines via Hydrogen Bond Activation with Alcohol Solvents in Pd-Catalyzed Allylic Alkylation of Carbonyl Compounds J. Am. Chem. Soc. 2011, 133, 19354-19357 10.1021/ja209373k
125. Cattopadhyay, K.; Recio, A., III; Tunge, J. A. Palladium-Catalyzed, Pyrrolidine-Mediated Arylmethylation of Ketones and Aldehydes with Coumarinyl(methyl) Acetates Org. Biomol. Chem. 2012, 10, 6826-6829 10.1039/c2ob25962a
126. Yoshida, M.; Terumine, T.; Masaki, E.; Hara, S. Direct Asymmetric α-Allylation of α-Branched Aldehydes by Two Catalytic Systems with an Achiral Pd Complex and a Chiral Primary α-Amino Acid J. Org. Chem. 2013, 78, 10853-10859 10.1021/jo4018414
127. Huo, X.; Quan, M.; Yang, G.; Zhao, X.; Liu, D.; Liu, Y.; Zhang, W. Hydrogen-Bond-Activated Palladium-Catalyzed Allylic Alkylation via Allylic Alkyl Ethers: Challenging Leaving Groups Org. Lett. 2014, 16, 1570-1573 10.1021/ol5000988
128. Anastas, P.; Eghbali, N. Green Chemistry: Principles and Practice Chem. Soc. Rev. 2010, 39, 301-312 10.1039/B918763B
129. Bandini, M.; Cera, G.; Chiarucci, M. Catalytic Enantioselective Alkylations with Allylic Alcohols Synthesis 2012, 44, 504-512 10.1055/s-0031-1289681
130. Usui, I.; Schmidt, S.; Breit, B. Dual Palladium- and Proline-Catalyzed Allylic Alkylation of Enolizable Ketones and Aldehydes with Allylic Alcohols Org. Lett. 2009, 11, 1453-1456 10.1021/ol9001812
131. Capdevila, M. G.; Benfatti, F.; Zoli, L.; Stenta, M.; Cozzi, P. G. Merging Organocatalysis with an Indium(III)-Mediated Process: A Stereoselective α-Alkylation of Aldehydes with Allylic Alcohols Chem.-Eur. J. 2010, 16, 11237-11241 10.1002/chem.201001693
132. Jiang, G.; List, B. Direct Asymmetric α-Allylation of Aldehydes with Simple Allylic Alcohols Enabled by the Concerted Action of Three Different Catalysts Angew. Chem., Int. Ed. 2011, 50, 9471-9474 10.1002/anie.201103263
133. Loh, C. C. J.; Enders, D. Merging Organocatalysis and Gold Catalysis-A Critical Evaluation of the Underlying Concepts Chem.-Eur. J. 2012, 18, 10212-10225 10.1002/chem.201200287
134. Chiarucci, M.; di Lillo, M.; Romaniello, A.; Cozzi, P. G.; Cera, G.; Bandini, M. Gold Meets Enamine Catalysis in the Enantioselective α-Allylic Alkylation of Aldehydes with Alcohols Chem. Sci. 2012, 3, 2859-2863 10.1039/c2sc20478a
135. Yasuda, S.; Kumagai, N.; Shibasaki, M. Direct Asymmetric α-Allylation of Ketones with Allylic Alcohols via Pd/Enamine Cooperative Function Heterocycles 2012, 86, 745-757 10.3987/COM-12-S(N)34
136. Krautwald, S.; Sarlah, D.; Schafroth, M. A.; Carreira, E. M. Enantio- and Diastereodivergent Dual Catalysis: α-Allylation of Branched Aldehydes Science 2013, 340, 1065-1068 10.1126/science.1237068
137. Bhaskararao, B.; Sunoj, R. B. Origin of Stereodivergence in Cooperative Asymmetric Catalysis with Simultaneous Involvment of Two Chiral Catalysts J. Am. Chem. Soc. 2015, 137, 15712-15722 10.1021/jacs.5b05902
138. Krautwald, S.; Schafroth, M. A.; Sarlah, D.; Carreira, E. M. Stereodivergent α-Allylation of Linear Aldehydes with Dual Iridium and Amine Catalysis J. Am. Chem. Soc. 2014, 136, 3020-3023 10.1021/ja5003247
139. 9-Tetrahydrocannabinols Angew. Chem., Int. Ed. 2014, 53, 13898-13901 10.1002/anie.201408380
140. Sandmeier, T.; Krautwald, S.; Zipfel, H. F.; Carreira, E. M. Stereodivergent Dual Catalytic α-Allylation of Protected α-Amino- and α-Hydroxyacetaldehydes Angew. Chem., Int. Ed. 2015, 54, 14363-14367 10.1002/anie.201506933
141. Næsborg, L.; Halskov, K. S.; Tur, F.; Mønsted, S. M. N.; Jørgensen, K. A. Asymmetric γ-Allylation of α,β-Unsaturated Aldehydes by Combined Organocatalysis and Transition-Metal Catalysis Angew. Chem., Int. Ed. 2015, 54, 10193-10197 10.1002/anie.201504749
142. Yoshida, M.; Masaki, E.; Terumine, T.; Hara, S. Asymmetric α-Allylation of α-Branched Aldehydes with Allyl Alcohols by Synergistic Catalysis Using an Achiral Palladium Complex and a Chiral Primary Amino Acid Synthesis 2014, 46, 1367-1374 10.1055/s-0033-1340901
143. Huo, X.; Yang, G.; Liu, D.; Liu, Y.; Gridnev, I. D.; Zhang, W. Palladium-Catalyzed Allylic Alkylation of Simple Ketones with Allylic Alcohols and Its Mechanistic Study Angew. Chem., Int. Ed. 2014, 53, 6776-6780 10.1002/anie.201403410
144. Zhou, H.; Zhang, L.; Xu, C.; Luo, S. Chiral Primary Amine/Palladium Dual Catalysis for Asymmetric Allylic Alkylation of β-Ketocarbonyl Compounds with Allylic Alcohols Angew. Chem., Int. Ed. 2015, 54, 12645-12648 10.1002/anie.201505946
145. Labinger, J. A.; Bercaw, J. E. Understanding and Exploiting C-H Bond Activation Nature 2002, 417, 507-514 10.1038/417507a
146. Bergman, R. G. Organometallic Chemistry C-H Activation Nature 2007, 446, 391-393 10.1038/446391a
147. Newhouse, T.; Baran, P. S. If C-H Bonds Could Talk: Selective C-H Bond Oxidation Angew. Chem., Int. Ed. 2011, 50, 3362-3374 10.1002/anie.201006368
148. Sud, A.; Sureshkumar, D.; Klussmann, M. Oxidative Coupling of Amines and Ketones by Combined Vanadium- and Organocatalysis Chem. Commun. 2009, 3169-3171 10.1039/b901282f
149. Shu, X.-Z.; Yang, Y.-F.; Xia, X.-F.; Ji, K.-G.; Liu, X.-Y.; Liang, Y.-M. Platinum-Catalyzed Cross-Dehydrogenative Coupling Reaction in the Absence of Oxidant Org. Biomol. Chem. 2010, 8, 4077-4079 10.1039/c0ob00261e
150. Xie, J.; Huang, Z.-Z. Cross-Dehydrogenative Coupling Reactions by Transition-Metal and Aminocatalysis for the Synthesis of Amino Acid Derivatives Angew. Chem., Int. Ed. 2010, 49, 10181-10185 10.1002/anie.201004940
151. Sibi, M. P.; Hasegawa, M. Organocatalysis in Radical Chemistry. Enantioselective α-Oxyamination of Aldeydes J. Am. Chem. Soc. 2007, 129, 4124-4125 10.1021/ja069245n
152. Devery, J. J., III; Conrad, J. C.; MacMillan, D. W. C.; Flowers, R. A. Mechanistic Complexity in Organo-SOMO Activation Angew. Chem., Int. Ed. 2010, 49, 6106-6110 10.1002/anie.201001673
153. Beeson, T. D.; Mastracchio, A.; Hong, J.-B.; Ashton, K.; MacMillan, D. W. C. Enantioselective Organocatalysis Using SOMO Activation Science 2007, 316, 582-585 10.1126/science.1142696
154. Akagawa, K.; Fujiwara, T.; Sakamoto, S.; Kudo, K. Efficient Asymmetric α-Oxyamination of Aldehydes by Resin-Supported Peptide Catalyst in Aqueous Media Org. Lett. 2010, 12, 1804-1807 10.1021/ol100415h
155. Akagawa, K.; Fujiwara, T.; Sakamoto, S.; Kudo, K. One-pot Sequential Alcohol Oxidation and Asymmetric α-Oxyamination in Aqueous Media Using Recyclable Resin-Supported Peptide Catalyst Chem. Commun. 2010, 46, 8040-8042 10.1039/c0cc02301a
156. Simonovich, S. P.; Van Humbeck, J. F.; MacMillan, D. W. C. A General Approach to the Enantioselective α-Oxidation of Aldehydes via Synergistic Catalysis Chem. Sci. 2012, 3, 58-61 10.1039/C1SC00556A
157. Zhang, J.; Tiwari, B.; Xing, C.; Chen, X.; Chi, Y. R. Enantioselective Oxidative Cross-Dehydrogenative Coupling of Tertiary Amines to Aldehydes Angew. Chem., Int. Ed. 2012, 51, 3649-3652 10.1002/anie.201109054
158. 2 as the Oxidant for Enantioselective C-H Functionalization of Aldehydes Chem. Commun. 2013, 49, 7555-7557 10.1039/c3cc44214d
159. Zhu, J.; Liu, J.; Ma, R.; Xie, H.; Li, J.; Jiang, H.; Wang, W. A Direct Amine-Palladium Acetate Cocatalyzed Saegusa Oxidation Reaction of Unmodified Aldehydes to α,β-Unsaturated Aldehydes Adv. Synth. Catal. 2009, 351, 1229-1232 10.1002/adsc.200900011
160. 2 Co-catalyst Chem.-Asian J. 2009, 4, 1712-1716 10.1002/asia.200900238
161. Liu, J.; Zhu, J.; Jiang, H.; Wang, W.; Li, J. Pd-Catalyzed Cascade Heck-Saegusa: Direct Synthesis of Enals from Aryl Iodides and Allyl Alcohol Chem. Commun. 2010, 46, 415-417 10.1039/B922351G
162. Xu, C.; Zhang, L.; Luo, S. Merging Aerobic Oxidation and Enamine Catalysis in the Asymmetric α-Amination of β-Ketocarbonyls Using N-Hydroxycarbamates as Nitrogen Sources Angew. Chem., Int. Ed. 2014, 53, 4149-4153 10.1002/anie.201400776
163. Xu, C.; Zhang, L.; Luo, S. Catalytic Asymmetric Oxidative α-C-H N,O-Ketalization of Ketones by Chiral Primary Amine Org. Lett. 2015, 17, 4392-4395 10.1021/acs.orglett.5b02322
164. Zhang, L.; Xu, C.; Mi, X.; Luo, S. Origins of the Enantio- and N/O Selectivity in the Primary-Amine-Catalyzed Hydroxyamination of 1,3-Dicarbonyl Compounds with In-Situ-Formed Nitrosocarbonyl Compounds: A Theoretical Study Chem.-Asian J. 2014, 9, 3565-3571 10.1002/asia.201402720
165. Xie, X.; Zhang, L.; He, Q.; Hou, J.; Xu, C.; Zhang, N.; Luo, S.; Nie, Z. Copper-Catalyzed Aerobic Autoxidation of N-Hydroxycarbamates Probed by Mass Spectrometry Chem.-Eur. J. 2015, 21, 14630-14637 10.1002/chem.201501750
166. Wang, Z.; Reinus, B. J.; Dong, G. Catalytic Intermolecular C-Alkylation of 1,2-Diketones with Simple Olefins: A Recyclable Directing Group Strategy J. Am. Chem. Soc. 2012, 134, 13954-13957 10.1021/ja306123m
167. Mo, F.; Dong, G. Regioselective Ketone α-Alkylation with Simple Olefins via Dual Activation Science 2014, 345, 68-72 10.1126/science.1254465
168. Lim, H. N.; Dong, G. Catalytic Intramolecular Ketones Alkylation with Olefins by Dual Activation Angew. Chem., Int. Ed. 2015, 54, 15294-15298 10.1002/anie.201507741
169. Dang, Y.; Qu, S.; Tao, Y.; Deng, X.; Wang, Z.-X. Mechanistic Insight into Ketone α-Alkylation with Unactivated Olefins via C-H Activation Promoted by Metal-Organic Cooperative Catalysis (MOCC): Enriching the MOCC Chemistry J. Am. Chem. Soc. 2015, 137, 6279-6291 10.1021/jacs.5b01502
170. 3)-H Coupling: Enantioselective α-Allylation of Aldehydes with Terminal Alkenes Angew. Chem., Int. Ed. 2014, 53, 12218-12221 10.1002/anie.201408199
171. Tang, S.; Wu, X.; Liao, W.; Liu, K.; Liu, C.; Luo, S.; Lei, A. Synergistic Pd/Enamine Catalysis: A Strategy for the C-H/C-H Oxidative Coupling of Allylarenes with Unactivated Ketones Org. Lett. 2014, 16, 3584-3587 10.1021/ol501584d
172. Ding, Q.; Wu, J. Lewis Acid- and Organocatalyst-Cocatalyzed Multicomponent Reactions of 2-Alkynylbenzaldehydes, Amines, and Ketones Org. Lett. 2007, 9, 4959-4962 10.1021/ol7020669
173. Binder, J. T.; Crone, B.; Haug, T. T.; Menz, H.; Kirsch, S. F. Direct Carbocyclization of Aldehydes with Alkynes: Combining Gold Catalysis with Aminocatalysis Org. Lett. 2008, 10, 1025-1028 10.1021/ol800092p
174. Belot, S.; Vogt, K. A.; Besnard, C.; Krause, N.; Alexakis, A. Enantioselective One-Pot Organocatalytic Michael Addition/Gold-Catalyzed Tandem Acetalization/Cyclization Angew. Chem., Int. Ed. 2009, 48, 8923-8926 10.1002/anie.200903905
175. 3- and Amine-Catalyzed Intramolecular Addition of α-Disubstituted Aldehydes onto Unactivated Alkynes Org. Lett. 2010, 12, 2582-2585 10.1021/ol100729t
176. 2 Cocatalyzed Carbocyclization Reaction: An Entry to α-Disubstituted exo-Methylene Cyclopentanes J. Org. Chem. 2010, 75, 8322-8325 10.1021/jo1018552
177. Montaignac, B.; Vitale, M. R.; Ratovelomanana-Vidal, V.; Michelet, V. Cooperative Copper(I) and Primary Amine Catalyzed Room-Temperature Carbocyclization of Formyl Alkynes Eur. J. Org. Chem. 2011, 2011, 3723-3727 10.1002/ejoc.201100464
178. Montaignac, B.; Östlund, V.; Vitale, M. R.; Ratovelomanana-Vidal, V.; Michelet, V. Copper(I)-Amine Metallo-Organocatalyzed Synthesis of Carbo- and Heterocyclic Systems Org. Biomol. Chem. 2012, 10, 2300-2306 10.1039/c2ob06449a
179. Montaignac, B.; Praveen, C.; Vitale, M. R.; Michelet, V.; Ratovelomanana-Vidal, V. Enantioselective Metallo-Organocatalyzed Preparation of Cyclopentanes Bearing an All-Carbon Quaternary Stereocenter Chem. Commun. 2012, 48, 6559-6561 10.1039/c2cc32823b
180. Praveen, C.; Montaignac, B.; Vitale, M. R.; Ratovelomanana-Vidal, V.; Michelet, V. Enantioselective Merger of Aminocatalysis with π-Lewis Acid Metal Catalysis: Asymmetric Preparation of Carbo- and Heterocycles ChemCatChem 2013, 5, 2395-2404 10.1002/cctc.201300313
181. Praveen, C.; Levêque, S.; Vitale, M. R.; Michelet, V.; Ratovelomanana-Vidal, V. Synergistic Iron-and-Amine Catalysis in Carbocyclizations Synthesis 2014, 46, 1334-1338 10.1055/s-0033-1338612
182. Ikeda, M.; Miyake, Y.; Nishibayashi, Y. Cooperative Catalytic Reactions Using Organocatalysts and Transition-Metal Catalysts: Enantioselective Propargylic Alkylation of Propargylic Alcohols with Aldehydes Angew. Chem., Int. Ed. 2010, 49, 7289-7293 10.1002/anie.201002591
183. Yoshida, A.; Ikeda, M.; Hattori, G.; Miyake, Y.; Nishibayashi, Y. Cooperative Catalytic Reactions Using Organocatalysts and Transition Metal Catalysts: Enantioselective Propargylic Alkylation of Propargylic Esters with Aldehydes Org. Lett. 2011, 13, 592-595 10.1021/ol1027865
184. Motoyama, K.; Ikeda, M.; Miyake, Y.; Nishibayashi, Y. Cooperative Catalytic Reactions Using Lewis Acids and Organocatalysts: Enantioselective Propargylic Alkylation of Propargylic Alcohols Bearing an Internal Alkyne with Aldehydes Eur. J. Org. Chem. 2011, 2011, 2239-2246 10.1002/ejoc.201100044
185. N1-Type Reactions in the Presence of Water: Indium(III)-Promoted Highly Enantioselective Organocatalytic Propargylation of Aldehydes Chem.-Eur. J. 2011, 17, 7404-7408 10.1002/chem.201100729
186. Guiteras Capdevila, M.; Emer, E.; Benfatti, F.; Gualandi, A.; Wilson, C. M.; Cozzi, P. G. Indium(III)-Promoted Organocatalytic Enantioselective α-Alkylation of Aldehydes with Benzylic and Benzhydrylic Alcohols Asian J. Org. Chem. 2012, 1, 38-42 10.1002/ajoc.201200013
187. Petruzziello, D.; Stenta, M.; Mazzanti, A.; Cozzi, P. G. A Rational Approach Towards a New Ferrocenyl Pyrrolidine for Stereoselective Enamine Catalysis Chem.-Eur. J. 2013, 19, 7696-7700 10.1002/chem.201300959
188. Ikeda, M.; Miyake, Y.; Nishibayashi, Y. Cooperative Catalytic Reactions Using Organocatalysts and Transition Metal Catalysts: Propargylic Allylation of Propargylic Alcohols with α,β-Unsaturated Aldehydes Organometallics 2012, 31, 3810-3813 10.1021/om300286b
189. Wang, Z.; Li, X.; Huang, Y. Direct α-Vinylidenation of Aldehydes and Subsequent Cascade: Gold and Amine Catalysts Work Synergistically Angew. Chem., Int. Ed. 2013, 52, 14219-14223 10.1002/anie.201308835
190. Li, M.; Datta, S.; Barber, D. M.; Dixon, D. J. Dual Amine and Palladium Catalysis in Diastereo- and Enantioselective Allene Carbocyclization Reactions Org. Lett. 2012, 14, 6350-6353 10.1021/ol303128s
191. Afewerki, S.; Ma, G.; Deiana, L.; Córdova, A. The Discovery of Bicyclic Key Intermediate in Metal/Amine Co-catalyzed Carbocyclization. In Interplay between Theory and Experiments: New Trends in Catalysis; Proceedings of the CRF-SU Joint International Symposium on Chemical Theory for Complex Systems; Stockholm University: Stockholm, Sweden, Oct 30-31, 2014.
192. Ballesteros, A.; Morán-Poladura, P.; González, J. M. Gold(I) Operational in Synergistic Catalysis for the Intermolecular α-Addition Reaction of Aldehydes Across Allenamides Chem. Commun. 2016, 52, 2905-2908 10.1039/C5CC09529H
193. Fernández-Casado, J.; Nelson, R.; MascarenÌas, J. L.; López, F. Synergistic Gold and Enamine Catalysis: Intermolecular α-Alkylation of Aldehydes with Allenamides Chem. Commun. 2016, 52, 2909-2912 10.1039/C5CC09533F
194. Skucas, E.; MacMillan, D. W. C. Enantioselective α-Vinylation of Aldehydes via the Synergistic Combination of Copper and Amine Catalysis J. Am. Chem. Soc. 2012, 134, 9090-9093 10.1021/ja303116v
195. Stevens, J. M.; MacMillan, D. W. C. Enantioselective α-Alkenylation of Aldehydes with Boronic Acids via the Synergistic Combination of Copper(II) and Amine Catalysis J. Am. Chem. Soc. 2013, 135, 11756-11759 10.1021/ja406356c
196. Mo, F.; Lim, H. N.; Dong, G. Bifunctional Ligand-Assisted Catalytic Ketone α-Alkenylation with Internal Alkynes: Controlled Synthesis of Enones and Mechanistic Studies J. Am. Chem. Soc. 2015, 137, 15518-15527 10.1021/jacs.5b10466
197. Allen, A. E.; MacMillan, D. W. C. The Productive Merger of Iodonium Salts and Organocatalysis: A Non-photolytic Approach to the Enantioselective α-Trifluoromethylation of Aldehydes J. Am. Chem. Soc. 2010, 132, 4986-4987 10.1021/ja100748y
198. Allen, A. E.; MacMillan, D. W. C. Enantioselective α-Arylation of Aldehydes via the Productive Merger of Iodonium Salts and Organocatalysis J. Am. Chem. Soc. 2011, 133, 4260-4263 10.1021/ja2008906
199. Xu, Y.; Su, T.; Huang, Z.; Dong, G. Practical Direct α-Arylation of Cyclopentanones by Palladium/Enamine Cooperative Catalysis Angew. Chem., Int. Ed. 2016, 55, 2559-2563 10.1002/anie.201510638
200. Liu, R.-R.; Li, B.-L.; Lu, J.; Shen, C.; Gao, J.-R.; Jia, Y.-X. Palladium/L-Proline-Catalyzed Enantioselective α-Arylative Desymmetrization of Cyclohexanones J. Am. Chem. Soc. 2016, 138, 5198-5201 10.1021/jacs.6b01214
201. Xiao, J. Merging Organocatalysis with Transition Metal Catalysis: Highly Stereoselective α-Alkylation of Aldehydes Org. Lett. 2012, 14, 1716-1719 10.1021/ol3002859
202. Paradowska, J.; Stodulski, M.; Mlynarski, J. Catalysts Based on Amino Acids for Asymmetric Reactions in Water Angew. Chem., Int. Ed. 2009, 48, 4288-4297 10.1002/anie.200802038
203. Mlynarski, J.; Paradowska, J. Catalytic Asymmetric Aldol Reactions in Aqueous Media Chem. Soc. Rev. 2008, 37, 1502-1511 10.1039/b710577k
204. Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I., Eds.; Pergamon Press: Oxford, U.K., 1991; Vol. 2.
205. Darbre, T.; Machuqueiro, M. Zn-Proline Catalyzed Direct Aldol Reaction in Aqueous Media Chem. Commun. 2003, 1090-1091 10.1039/b301117h
206. Fernandez-Lopez, R.; Kofoed, J.; Machuqueiro, M.; Darbre, T. A Selective Direct Aldol Reaction in Aqueous Media Catalyzed by Zinc-Proline Eur. J. Org. Chem. 2005, 2005, 5268-5276 10.1002/ejoc.200500352
207. Kofoed, J.; Reymond, J.-L.; Darbre, T. Prebiotic Carbohydrate Synthesis: Zinc-Proline Catalyzes Direct Aqueous Aldol Reactions of α-Hydroxy Aldehydes and Ketones Org. Biomol. Chem. 2005, 3, 1850-1855 10.1039/b501512j
208. Kofoed, J.; Darbre, T.; Reymond, J.-L. Dual Mechanism of Zinc-Proline Catalyzed Aldol Reactions in Water Chem. Commun. 2006, 1482-1484 10.1039/b600703a
209. Paradowska, J.; Stodulski, M.; Mlynarski, J. Direct Catalytic Asymmetric Aldol Reactions Assisted by Zinc Complex in the Presence of Water Adv. Synth. Catal. 2007, 349, 1041-1046 10.1002/adsc.200600581
210. Andreu, C.; Asensio, G. The Role of Zn2+ in Enhancing the Rate and Stereoselectivity of the Aldol Reactions Catalyzed by the Simple Prolinamide Model Tetrahedron 2011, 67, 7050-7056 10.1016/j.tet.2011.07.013
211. Andreu, C.; Sanz, F.; Asensio, G. Counterion's Effect on the Catalytic Activity of Zn-Prolinamide Complexes in Aldol Condensations Eur. J. Org. Chem. 2012, 2012, 4185-4191 10.1002/ejoc.201200430
212. Penhoat, M.; Barbry, D.; Rolando, C. Direct Asymmetric Aldol Reaction Co-Catalyzed by L-Proline and Group 12 Elements Lewis Acids in the Presence of Water Tetrahedron Lett. 2011, 52, 159-162 10.1016/j.tetlet.2010.11.014
213. Chen, G.; Fu, X.; Li, C.; Wu, C.; Miao, Q. Highly Efficient Direct a Larger-Scale Aldol Reactions Catalyzed by a Flexible Prolinamide Based-Metal Lewis Acid Bifunctional Catalyst in the Presence of Water J. Organomet. Chem. 2012, 702, 19-26 10.1016/j.jorganchem.2011.12.006
214. Delaney, J. P.; Henderson, L. C. Investigating Ionic Effects Applied to Water Based Organocatalysed Aldol Reactions Int. J. Mol. Sci. 2011, 12, 9083-9094 10.3390/ijms12129083
215. Xu, Z.; Daka, P.; Budik, I.; Wang, H.; Bai, F.-Q.; Zhang, H.-X. Enamine-Metal Lewis Acid Bifunctional Catalysis: Application to Direct Asymmetric Aldol Reaction of Ketones Eur. J. Org. Chem. 2009, 2009, 4581-4585 10.1002/ejoc.200900678
216. Daka, P.; Xu, Z.; Alexa, A.; Wang, H. Primary Amine-Metal Lewis Acid Bifunctional Catalysts Based on a Simple Bidentate Ligand: Direct Asymmetric Aldol Reaction Chem. Commun. 2011, 47, 224-226 10.1039/C0CC00917B
217. Pasternak, M.; Paradowska, J.; Rogozińska; Mlynarski, J. Direct Asymmetric α-Hydroxymethylation of Ketones in Homogeneous Aqueous Solvents Tetrahedron Lett. 2010, 51, 4088-4090 10.1016/j.tetlet.2010.05.134
218. Gómez-Bengoa, E.; García, J. M.; Jiménez, S.; Lapuerta, I.; Mielgo, A.; Odriozola, J. M.; Otazo, I.; Razkin, J.; Urruzuno, I.; Vera, S.; Oiarbide, M.; Palomo, C. Asymmetric Synthesis of Propargylic Alcohols via Aldol Reaction of Aldehydes with Ynals Promoted by Prolinol Ether-Transition Metal-Brønsted Acid Cooperative Catalysis Chem. Sci. 2013, 4, 3198-3204 10.1039/c3sc51027a
219. Zhang, Q.; Cui, X.; Zhang, L.; Luo, S.; Wang, H.; Wu, Y. Redox Tuning of a Direct Asymmetric Aldol Reaction Angew. Chem., Int. Ed. 2015, 54, 5210-5213 10.1002/anie.201500070
220. Xu, Z.; Liu, L.; Wheeler, K.; Wang, H. Asymmetric Inverse-Electron-Demand Hetero-Diels-Alder Reaction of Six-Membered Cyclic Ketones: An Enamine/Metal Lewis Acid Bifunctional Approach Angew. Chem., Int. Ed. 2011, 50, 3484-3488 10.1002/anie.201100160
221. Xu, Z.; Wang, H. Asymmetric Inverse-Electron-Demand Hetero-Diels-Alder Reaction via Enamine-Metal Lewis Acid Bifunctional Catalysis Synlett 2011, 2011, 2907-2912 10.1055/s-0031-1289892
222. Deng, Y.; Liu, L.; Sarkisian, R. G.; Wheeler, K.; Wang, H.; Xu, Z. Arylamine-Catalyzed Enamine Formation: Cooperative Catalysis with Arylamines and Acids Angew. Chem., Int. Ed. 2013, 52, 3663-3667 10.1002/anie.201209268
223. Quintard, A.; Alexakis, A.; Mazet, C. Access to High Levels of Molecular Complexity by One-Pot Iridium/Enamine Asymmetric Catalysis Angew. Chem., Int. Ed. 2011, 50, 2354-2358 10.1002/anie.201007001
224. Biginelli, P. Ueber Aldehyduramides de Acetessigäthers Ber. Dtsch. Chem. Ges. 1891, 24, 1317-1319 10.1002/cber.189102401228
225. Biginelli, P. Ueber Aldehyduramides de Acetessigäthers. II Ber. Dtsch. Chem. Ges. 1891, 24, 2962-2967 10.1002/cber.189102402126
226. 5/Primary Amine Catalyzed Biginelli Reaction Eur. J. Org. Chem. 2010, 2010, 4986-4990 10.1002/ejoc.201000894
227. Liu, L.; Sarkisian, R.; Xu, Z.; Wang, H. Asymmetric Michael Addition of Ketones to Alkylidene Malonates and Allylidene Malonates via Enamine-Metal Lewis Acid Bifunctional Catalysis J. Org. Chem. 2012, 77, 7693-7699 10.1021/jo301070s
228. Rueping, M.; Volla, C. M. R.; Atodiresei, L. Catalytic Asymmetric Addition of Aldehydes to Oxocarbenium Ions: A Dual Catalytic System for the Synthesis of Chromenes Org. Lett. 2012, 14, 4642-4645 10.1021/ol302084q
229. Huo, H.; Fu, C.; Wang, C.; Harms, K.; Meggers, E. Metal-Templated Enantioselectivity Enamine/H-bonding Dual Activation Catalysis Chem. Commun. 2014, 50, 10409-10411 10.1039/C4CC04636F
230. Berti, F.; Malossi, F.; Marchetti, F.; Pineschi, M. A Highly Enantioselective Mannich Reaction of Aldehydes with Cyclic N-Acyliminium Ions by Synergistic Catalysis Chem. Commun. 2015, 51, 13694-13697 10.1039/C5CC04416B
231. Sun, S.; Mao, Y.; Lou, H.; Liu, L. Copper(II)/Amine Synergistically Catalyzed Enantioselective Alkylation of Cyclic N-Acyl Hemiaminals with Aldehydes Chem. Commun. 2015, 51, 10691-10694 10.1039/C5CC03314D
232. Ibrahem, I.; Santoro, S.; Himo, F.; Córdova, A. Enantioselective Conjugate Silyl Addition to α,β-Unsaturated Aldehydes Catalyzed by Combination of Transition Metal and Chiral Amine Catalysts Adv. Synth. Catal. 2011, 353, 245-252 10.1002/adsc.201000908
233. Alexakis, A.; Benhaim, C. Enantioselective Copper-Catalysed Conjugate Addition Eur. J. Org. Chem. 2002, 2002, 3221-3236 10.1002/1099-0690(200210)2002:19<3221::AID-EJOC3221>3.0.CO;2-U
234. Gao, F.; Carr, J. L.; Hoveyda, A. H. Copper-Catalyzed Enantioselective Allylic Substitution with Readily Accessible Carbonyl- and Acetal-Containing Vinylboron Reagents Angew. Chem., Int. Ed. 2012, 51, 6613-6617 10.1002/anie.201202856
235. Bräse, S.; Höfener, S. Asymmetric Conjugate Addition of Organozinc Compounds to α,β-Unsaturated Aldehydes and Ketones with [2.2]Paracyclophaneketimine Ligands without Added Copper Salts Angew. Chem., Int. Ed. 2005, 44, 7879-7881 10.1002/anie.200501732
236. Marshall, J. A.; Herold, M.; Eidam, H. S.; Eidam, P. Palladium- and Copper-Catalyzed 1,4-Addition of Organozinc Compounds to Conjugated Aldehydes Org. Lett. 2006, 8, 5505-5508 10.1021/ol062154a
237. Ay, S.; Nieger, M.; Bräse, S. Co-Metal-Free Enantioselective Conjugate Addition Reactions of Zinc Reagents Chem.-Eur. J. 2008, 14, 11539-11556 10.1002/chem.200801676
238. FanÌanás-Mastral, M.; Feringa, B. L. Copper-Catalyzed Regio- and Enantioselective Synthesis of Chiral Enol Acetates and β-Substituted Aldehydes J. Am. Chem. Soc. 2010, 132, 13152-13153 10.1021/ja105585y
239. Alexakis, A.; Bäckvall, J. E.; Krause, N.; Pàmies, O.; Diéguez, M. Enantioselective Copper-Catalyzed Conjugate Addition and Allylic Substitution Reactions Chem. Rev. 2008, 108, 2796-2823 10.1021/cr0683515
240. Harutyunyan, S. R.; den Hartog, T.; Geurts, K.; Minnaard, A. J.; Feringa, B. L. Catalytic Asymmetric Conjugate Addition and Allylic Alkylation with Grignard Reagents Chem. Rev. 2008, 108, 2824-2852 10.1021/cr068424k
241. Jerphagnon, T.; Pizzuti, M. G.; Minnaard, A. J.; Feringa, B. L. Recent Advances in Enantioselective Copper-Catalyzed 1,4-Addition Chem. Soc. Rev. 2009, 38, 1039-1075 10.1039/b816853a
242. Ibrahem, I.; Breistein, P.; Córdova, A. One-Pot Three-Component Catalytic Enantioselective Synthesis of Homoallylboronates Angew. Chem., Int. Ed. 2011, 50, 12036-12041 10.1002/anie.201105458
243. Afewerki, S.; Breistein, P.; Pirttilä, K.; Deiana, L.; Dziedzic, P.; Ibrahem, I.; Córdova, A. Catalytic Enantioselective β-Alkylation of α,β-Unsaturated Aldehydes by Combination of Transition-Metal- and Aminocatalysis: Total Synthesis of Bisabolane Sesquiterpenes Chem.-Eur. J. 2011, 17, 8784-8788 10.1002/chem.201100756
244. Soai, K.; Niwa, S. Enantioselective Addition of Organozinc Reagents to Aldehydes Chem. Rev. 1992, 92, 833-856 10.1021/cr00013a004
245. Knochel, P.; Singer, R. D. Preparation and Reactions of Polyfunctional Organozinc Reagents in Organic Synthesis Chem. Rev. 1993, 93, 2117-2188 10.1021/cr00022a008
246. Yamada, K.-I.; Tomioka, K. Copper-Catalyzed Asymmetric Alkylation of Imines with Dialkylzinc and Related Reactions Chem. Rev. 2008, 108, 2874-2886 10.1021/cr078370u
247. Quintard, A.; Alexakis, A. Highly Enantioselective One-Pot Copper-Catalyzed 1,4 Addition/ Organocatalzed α-Substitution of Enals Adv. Synth. Catal. 2010, 352, 1856-1860 10.1002/adsc.201000309
248. Ibrahem, I.; Ma, G.; Afewerki, S.; Córdova, A. Palladium/Chiral Amine Co-catalyzed Enantioselective β-Arylation of α,β-Unsaturated Aldehydes Angew. Chem., Int. Ed. 2013, 52, 878-882 10.1002/anie.201208634
249. Paquin, J.-F.; Defieber, C.; Stephenson, C. R. J.; Carreira, E. M. Asymmetric Synthesis of 3,3-Diarylpropanals with Chiral Diene-Rhodium Catalysts J. Am. Chem. Soc. 2005, 127, 10850-10851 10.1021/ja053270w
250. Tokunaga, N.; Hayashi, T. Highly Enantioselective 1,4-Addition of Arylzinc Reagents to 3-Arylpropenals Catalyzed by a Rhodium-Binap Complex in the Presence of Chlorotrimethylsilane Tetrahedron: Asymmetry 2006, 17, 607-613 10.1016/j.tetasy.2006.01.036
251. Nishikata, T.; Yamamoto, Y.; Miyaura, N. Palladium(II)-Catalyzed 1,4-Addition of Arylboronic Acids to β-Arylenals for Enantioselective Syntheses of 3,3-Diarylalkanals: A Short Synthesis of (+)-(R)-CDP 840 Tetrahedron Lett. 2007, 48, 4007-4010 10.1016/j.tetlet.2007.04.038
252. Gini, F.; Hessen, B.; Minnaard, A. J. Palladium-Catalyzed Enantioselective Conjugate Addition of Arylboronic Acids Org. Lett. 2005, 7, 5309-5312 10.1021/ol052222d
253. Lee, S.; MacMillan, D. W. C. Organocatalytic Vinyl and Friedel-Crafts Alkylations with Trifluoroborate Salts J. Am. Chem. Soc. 2007, 129, 15438-15439 10.1021/ja0767480
254. Meazza, M.; Ceban, V.; Pitak, M. B.; Coles, S. J.; Rios, R. Synergistic Catalysis: Enantioselective Addition of Alkylbenzoxazoles to Enals Chem.-Eur. J. 2014, 20, 16853-19857 10.1002/chem.201404565
255. Ceban, V.; Putaj, P.; Meazza, M.; Pitak, M. B.; Coles, S. J.; Vesely, J.; Rios, R. Synergistic Catalysis: Highly Diastereoselective Benzoxazole Addition to Morita-Baylis-Hillman Carbonates Chem. Commun. 2014, 50, 7447-7450 10.1039/c4cc00728j
256. Wei, Y.; Yoshikai, N. Modular Pyridine Synthesis from Oximes and Enals through Synergistic Copper/Iminium Catalysis J. Am. Chem. Soc. 2013, 135, 3756-3759 10.1021/ja312346s
257. Nicewicz, D. A.; MacMillan, D. W. C. Merging Photoredox Catalysis with Organocatalysis: The Direct Asymmetric Alkylation of Aldehydes Science 2008, 322, 77-80 10.1126/science.1161976
258. Zeitler, K. Photoredox Catalysis with Visible Light Angew. Chem., Int. Ed. 2009, 48, 9785-9789 10.1002/anie.200904056
259. 2+ to Trigger Transformations of Organic Molecules. Organic Synthesis Using Visible-Light Photocatalysis and its 20th Century Roots Collect. Czech. Chem. Commun. 2011, 76, 859-917 10.1135/cccc2011078
260. Narayanam, J. M. R.; Stephenson, C. R. J. Visible Light Photoredox Catalysis: Applications in Organic Synthesis Chem. Soc. Rev. 2011, 40, 102-113 10.1039/B913880N
261. Tucker, J. W.; Stephenson, C. R. J. Shining Light on Photoredox Catalysis: Theory and Synthetic Applications J. Org. Chem. 2012, 77, 1617-1622 10.1021/jo202538x
262. Tucker, J. W.; Zhang, Y.; Jamison, T. F.; Stephenson, C. R. J. Visible-Light Photoredox Catalysis in Flow Angew. Chem., Int. Ed. 2012, 51, 4144-4147 10.1002/anie.201200961
263. Prier, C. K.; Rankic, D. A.; MacMillan, D. W. C. Visible Light Photoredox Catalysis with Transition Metal Complexes: Applications in Organic Synthesis Chem. Rev. 2013, 113, 5322-5363 10.1021/cr300503r
264. Hopkinson, M. N.; Sahoo, B.; Li, J.-L.; Glorius, F. Dual Catalysis Sees the Light: Combining Photoredox with Organo-, Acid, and Transition- Metal Catalysis Chem.-Eur. J. 2014, 20, 3874-3886 10.1002/chem.201304823
265. Schultz, D. M.; Yoon, T. P. Solar Synthesis: Prospects in Visible Light Photocatalysis Science 2014, 343, 1239176 10.1126/science.1239176
266. Meggers, E. Asymmetric Catalysis Activated by Visible Light Chem. Commun. 2015, 51, 3290-3301 10.1039/C4CC09268F
267. Megerle, U.; Lechner, R.; König, B.; Riedle, E. Laboratory Apparatus for the Accurate, Facile and Rapid Determination of Visible Light Photoreaction Quantum Yields Photochem. Photobiol. Sci. 2010, 9, 1400-1406 10.1039/c0pp00195c
268. Cismesia, M. A.; Yoon, T. P. Characterizing Chain Processes in Visible Light Photoredox Catalysis Chem. Sci. 2015, 6, 5426-5434 10.1039/C5SC02185E
269. Welin, E. R.; Warkentin, A. A.; Conrad, J. C.; MacMillan, D. W. C. Enantioselective α-Alkylation of Aldehydes by Photoredox Organocatalysis: Rapid Access to Pharmacophore Fragments from β-Cyanoaldehydes Angew. Chem., Int. Ed. 2015, 54, 9668-9672 10.1002/anie.201503789
270. Neumann, M.; Füldner, S.; König, B.; Zeitler, K. Metal-Free, Cooperative Asymmetric Organophotoredox Catalysis with Visible Light Angew. Chem., Int. Ed. 2011, 50, 951-954 10.1002/anie.201002992
271. Cherevatskaya, M.; Neumann, M.; Füldner, S.; Harlander, C.; Kümmel, S.; Dankesreiter, S.; Pfitzner, A.; Zeitler, K.; König, B. Visible-Light-Promoted Stereoselective Alkylation by Combining Heterogeneous Photocatalysis with Organocatalysis Angew. Chem., Int. Ed. 2012, 51, 4062-4066 10.1002/anie.201108721
272. Fidaly, K.; Ceballos, C.; Falguières, A.; Veitia, M. S.-I.; Guy, A.; Ferroud, C. Visible light photoredox organocatalysis: A Fully Transition Metal-Free Direct Asymmetric α-Alkylation of Aldehydes Green Chem. 2012, 14, 1293-1297 10.1039/c2gc35118h
273. 3 as the Photocatalyst Angew. Chem., Int. Ed. 2014, 53, 9613-9616 10.1002/anie.201405118
274. Zhu, Y.; Zhang, L.; Luo, S. Asymmetric α-Photoalkylation of β-Ketocarbonyls by Primary Amine Catalysis: Facile Access to Acyclic All-Carbon Quaternary Stereocenter J. Am. Chem. Soc. 2014, 136, 14642-14645 10.1021/ja508605a
275. Nagib, D. A.; Scott, M. E.; MacMillan, D. W. C. Enantioselective α-Trifluoromethylation of Aldehydes via Photoredox Organocatalysis J. Am. Chem. Soc. 2009, 131, 10875-10877 10.1021/ja9053338
276. Shih, H.-W.; Vander Wal, M. N.; Grange, R. L.; MacMillan, D. W. C. Enantioselective α-Benzylation of Aldehydes via Photoredox Organocatalysis J. Am. Chem. Soc. 2010, 132, 13600-13603 10.1021/ja106593m
277. Pirnot, M. T.; Rankic, D. A.; Martin, D. B. C.; MacMillan, D. W. C. Photoredox Activation for the Direct β-Arylation of Ketones and Aldehydes Science 2013, 339, 1593-1596 10.1126/science.1232993
278. Petronijević, F. R.; Nappi, M.; MacMillan, D. W. C. Direct β-Functionalization of Cyclic Ketones with Aryl Ketones via the Merger of Photoredox and Organocatalysis J. Am. Chem. Soc. 2013, 135, 18323-18326 10.1021/ja410478a
279. Jeffrey, J. L.; Petronijević, F. R.; MacMillan, D. W. C. Selective Radical-Radical Cross-Couplings: Design of a Formal β-Mannich Reaction J. Am. Chem. Soc. 2015, 137, 8404-8407 10.1021/jacs.5b05376
280. Terrett, J. A.; Clift, M. D.; MacMillan, D. W. C. Direct β-Alkylation of Aldehydes via Photoredox Organocatalysis J. Am. Chem. Soc. 2014, 136, 6858-6861 10.1021/ja502639e
281. Ibrahem, I.; Zhao, G.-L.; Sundén, H.; Córdova, A. A Route to 1,2-Diols by Enantioselective Organocatalytic α-Oxidation with Molecular Oxygen Tetrahedron Lett. 2006, 47, 4659-4663 10.1016/j.tetlet.2006.04.133
282. 2+ Chem. Lett. 2009, 38, 166-167 10.1246/cl.2009.166
283. 2+ Chem. Commun. 2012, 48, 5355-5357 10.1039/c2cc31748f
284. Rueping, M.; Vila, C.; Koenigs, R. M.; Poscharny, K.; Fabry, D. C. Dual Catalysis: Combining Photoredox and Lewis Base Catalysis for Direct Mannich Reactions Chem. Commun. 2011, 47, 2360-2362 10.1039/C0CC04539J
285. Xu, G.-Q.; Li, C.-G.; Liu, M.-Q.; Cao, J.; Luo, Y.-C.; Xu, P.-F. Dual C-H Functionalization of N-Aryl Tetrahydroisoquinolines: A Highly Diastereoselective Synthesis of Dibenzo[a,f]quinolizines via Visible-Light Induced Oxidation and Inverse Electron-Demand Aza-Diels-Alder Reaction Chem. Commun. 2016, 52, 1190-1193 10.1039/C5CC08833J
286. Ueberbacher, B. T.; Hall, M.; Faber, K. Electrophilic and Nucleophilic Enzymatic Cascade Reactions in Biosynthesis Nat. Prod. Rep. 2012, 29, 337-350 10.1039/c2np00078d
287. Maimone, T. J.; Baran, P. S. Modern Synthetic Efforts Toward Biologically Active Terpenes Nat. Chem. Biol. 2007, 3, 396-407 10.1038/nchembio.2007.1
288. Gershenzon, J.; Dudareva, N. The Function of Terpene Natural Products in the Natural World Nat. Chem. Biol. 2007, 3, 408-414 10.1038/nchembio.2007.5
289. Tietze, L. F. Domino Reactions in Organic Synthesis Chem. Rev. 1996, 96, 115-136 10.1021/cr950027e
290. Tietze, L. F.; Rackelmann, N. Domino Reactions in the Synthesis of Heterocyclic Natural Products and Analogs Pure Appl. Chem. 2004, 76, 1967-1983 10.1351/pac200476111967
291. Nicolaou, K. C.; Edmonds, D. J.; Bulger, P. G. Cascade Reactions in Total Synthesis Angew. Chem., Int. Ed. 2006, 45, 7134-7186 10.1002/anie.200601872
292. Enders, D.; Grondal, C.; Hüttl, M. R. M. Asymmetric Organocatalytic Domino Reactions Angew. Chem., Int. Ed. 2007, 46, 1570-1581 10.1002/anie.200603129
293. Nicolaou, K. C.; Chen, J. S. The Art of Total Synthesis Through Cascade Reactions Chem. Soc. Rev. 2009, 38, 2993-3009 10.1039/b903290h
294. Grondal, C.; Jeanty, M.; Enders, D. Organocatalytic Cascade Reactions as a New Tool in Total Synthesis Nat. Chem. 2010, 2, 167-178 10.1038/nchem.539
295. Yang, T.; Ferrali, A.; Campbell, L.; Dixon, D. J. Combination Iminium, Enamine and Copper(I) Cascade Catalysis: A Carboannulation for the Synthesis of Cyclopentenes Chem. Commun. 2008, 2923-2925 10.1039/b802416b
296. Zhao, G.-L.; Ullah, F.; Deiana, L.; Lin, S.; Zhang, Q.; Sun, J.; Ibrahem, I.; Dziedzic, P.; Córdova, A. Dynamic Kinetic Asymmetric Transformation (DYKAT) by Combined Amine- and Transition-Metal-Catalyzed Enantioselective Cycloisomerization Chem.-Eur. J. 2010, 16, 1585-1591 10.1002/chem.200902818
297. Trost, B. M.; Toste, F. D. Palladium-Catalyzed Kinetic and Dynamic Kinetic Asymmetric Transformation of 5-Acyloxy-2-(5H)-furanone. Enantioselective Synthesis of (â)-Aflatoxin B Lactone J. Am. Chem. Soc. 1999, 121, 3543-3544 10.1021/ja9844229
298. Faber, K. Non-Sequential Processes for the Transformation of a Racemate into a Single Stereoisomeric Product: Proposal for Stereochemical Classification Chem.-Eur. J. 2001, 7, 5004-5010 10.1002/1521-3765(20011203)7:23<5004::AID-CHEM5004>3.0.CO;2-X
299. Huerta, F. F.; Minidis, A. B. E.; Bäckvall, J.-E. Racemisation in Asymmetric Synthesis. Dynamic Kinetic Resolution and Related Processes in Enzyme and Metal Catalysis Chem. Soc. Rev. 2001, 30, 321-331 10.1039/b105464n
300. Steinreiber, J.; Faber, K.; Griengl, H. De-racemization of Enantiomers versus De-epimerization of Diastereomers-Classification of Dynamic Kinetic Asymmetric Transformations (DYKAT) Chem.-Eur. J. 2008, 14, 8060-8072 10.1002/chem.200701643
301. Lin, S.; Zhao, G.-L.; Deiana, L.; Sun, J.; Zhang, Q.; Leijonmarck, H.; Córdova, A. Dynamic Kinetic Asymmetric Domino Oxa-Michael/Carbocyclization by Combination of Transition-Metal and Amine Catalysis: Catalytic Enantioselective Synthesis of Dihydofurans Chem.-Eur. J. 2010, 16, 13930-13934 10.1002/chem.201001992
302. Jensen, K. L.; Franke, P. T.; Arróniz, C.; Kobbelgaard, S.; Jørgensen, K. A. Enantioselective Synthesis of Cyclopentene Carbaldehydes by a Direct Multicatalytic Cascade Sequence: Carbocyclization of Aldeydes with Alkynes Chem.-Eur. J. 2010, 16, 1750-1753 10.1002/chem.200903405
303. Zweifel, T.; Hollmann, D.; Prüger, B.; Nielsen, M.; Jørgensen, K. A. Combined Organo- and Gold-Catalyzed Enantioselective Synthesis of Bicyclic Enones Tetrahedron: Asymmetry 2010, 21, 1624-1629 10.1016/j.tetasy.2010.05.044
304. Yu, C.; Zhang, Y.; Zhang, S.; He, J.; Wang, W. Highly Enantioselective Michael-Cyclization Cascade Promoted by Synergistic Asymmetric Aminocatalysis and Lewis Acid Catalysis Tetrahedron Lett. 2010, 51, 1742-1744 10.1016/j.tetlet.2010.01.096
305. Patil, N. T.; Raut, V. S. Cooperative Catalysis with Metal and Secondary Amine: Synthesis of 2-Substituted Quinolines via Addition/Cycloisomerization Cascade J. Org. Chem. 2010, 75, 6961-6964 10.1021/jo101103a
306. Sun, W.; Zhu, G.; Hong, L.; Wang, R. The Marriage of Organocatalysis with Metal Catalysis: Access to Multisubstituted Chiral 2,5-Dihydropyrroles by Cascade Iminium/Enamine-Metal Cooperative Catalysis Chem.-Eur. J. 2011, 17, 13958-13962 10.1002/chem.201103083
307. Santoro, S.; Deiana, L.; Zhao, G.-L.; Lin, S.; Himo, F.; Córdova, A. Mechanism of Palladium/Amine Cocatalyzed Carbocyclization of Aldehydes with Alkynes and Its Merging with "Pd Oxidase Catalysis ACS Catal. 2014, 4, 4474-4484 10.1021/cs500905r
308. Sun, W.; Zhu, G.; Wu, C.; Hong, L.; Wang, R. Organo-Metal" Synergistic Catalysis: The 1 + 1 > 2 Effect for the Construction of Spirocyclopentene Oxindoles Chem.-Eur. J. 2012, 18, 13959-13963 10.1002/chem.201201976
309. Ma, G.; Afewerki, S.; Deiana, L.; Palo-Nieto, C.; Liu, L.; Sun, J.; Ibrahem, I.; Córdova, A. A Palladium/Chiral Amine Co-catalyzed Enantioselective Dynamic Cascade Reaction: Synthesis of Polysubstituted Carbocycles with a Quaternary Carbon Stereocenter Angew. Chem., Int. Ed. 2013, 52, 6050-6054 10.1002/anie.201300559
310. Afewerki, S.; Ma, G.; Ibrahem, I.; Liu, L.; Sun, J.; Córdova, A. Highly Enantioselective Control of Dynamic Cascade Transformations by Dual Catalysis: Asymmetric Synthesis of Polysubstituted Spirocyclic Oxindoles ACS Catal. 2015, 5, 1266-1272 10.1021/cs501975u
311. Halskov, K. M.; Næsborg, L.; Tur, F.; Jørgensen, K. A. Asymmetric [3 + 2] Cycloaddition of Vinylcyclopropanes and α,β-Unsaturated Aldehydes by Synergistic Palladium and Organocatalysis Org. Lett. 2016, 18, 2220-2223 10.1021/acs.orglett.6b00852
312. Meazza, M.; Rios, R. Synergistic Catalysis: Enantioselective Ring Expansion of Vinyl Cyclopropanes Combining Four Catalytic Cycles for the Synthesis of Highly Substituted Spirocyclopentanes Bearing up to Four Stereocenters Chem.-Eur. J. 2016, 22, 9923-9928 10.1002/chem.201601893
313. Laugeois, M.; Ponra, S.; Ratovelomanana-Vidal, V.; Michelet, V.; Vitale, M. R. Asymmetric Preparation of Polysubstituted Cyclopentanes By Synergistic Pd(0)/Amine Catalyzed Formal [3 + 2] Cycloadditions of Vinyl Cyclopropanes with Enals Chem. Commun. 2016, 52, 5332-5335 10.1039/C6CC01775D
314. Quintard, A.; Rodriguez, J. Synergistic Cu-amine Catalysis for the Enantioselective Synthesis of Chiral Cyclohexenones Chem. Commun. 2015, 51, 9523-9526 10.1039/C5CC02987B
315. Meazza, M.; Light, M. E.; Mazzanti, A.; Rios, R. Synergistic Catalysis: cis-Cyclopropanation of Benzoxazoles Chem. Sci. 2016, 7, 984-988 10.1039/C5SC03597J
316. Li, M.; Guo, X.; Jin, W.; Zheng, Q.; Liu, S.; Hu, W. An Enantioselective Three-Component Reaction of Diazoacetates with Indoles and Enals by Iridium/Iminium Co-Catalysis Chem. Commun. 2016, 52, 2736-2739 10.1039/C5CC09918H
317. Chen, J. S.; Abeykoon, G. A. Catalytic Enantioselective α,β,γ-Trioxygenation Org. Lett. 2015, 17, 6050-6053 10.1021/acs.orglett.5b03050
318. Fogg, D. E.; dos Santos, E. N. Tandem Catalysis: A Taxonomy and Illustrative Review Coord. Chem. Rev. 2004, 248, 2365-2379 10.1016/j.ccr.2004.05.012
319. Denmark, S. E.; Thorarensen, A. Tandem [4 + 2]/[3 + 2] Cycloadditions of Nitroalkenes Chem. Rev. 1996, 96, 137-166 10.1021/cr940277f
320. Ajamian, A.; Gleason, J. L. Two Birds with One Metallic Stone: Single-Pot Catalysis of Fundamentally Different Transformations Angew. Chem., Int. Ed. 2004, 43, 3754-3760 10.1002/anie.200301727
321. Wasilke, J.-C.; Obrey, S. J.; Baker, R. T.; Bazan, G. C. Concurrent Tandem Catalysis Chem. Rev. 2005, 105, 1001-1020 10.1021/cr020018n
322. Lee, J. M.; Na, Y.; Han, H.; Chang, S. Cooperative Multi-Catalyst Systems for One-Pot Organic Transformations Chem. Soc. Rev. 2004, 33, 302-312 10.1039/b309033g
323. Ibrahem, I.; Samec, J. S. M.; Bäckvall, J. E.; Córdova, A. Enantioselective Addition of Aldehydes to Amines via Combined Catalytic Biomimetic Oxidation and Organocatalytic C-C Bond Formation Tetrahedron Lett. 2005, 46, 3965-3968 10.1016/j.tetlet.2005.04.047
324. Franke, R.; Selent, D.; Börner, A. Applied Hydroformylation Chem. Rev. 2012, 112, 5675-5732 10.1021/cr3001803
325. Abillard, O.; Breit, B. Domino Hydroformylation/Enantioselective Cross-Aldol Addition Adv. Synth. Catal. 2007, 349, 1891-1895 10.1002/adsc.200700216
326. Chercheja, S.; Eilbracht, P. Tandem Metal- and Organocatalysis in Sequential Hydroformylation and Enantioselective Aldol Reactions Adv. Synth. Catal. 2007, 349, 1897-1905 10.1002/adsc.200700160
327. Chercheja, S.; Nadakudity, S. K.; Eilbracht, P. Combination of Enantioselective Metal Catalysis and Organocatalysis: Enantioselective Sequential Hydroformylation/ Aldol Reactions Adv. Synth. Catal. 2010, 352, 637-643 10.1002/adsc.200900780
328. Chercheja, S.; Rothenbücher, T.; Eilbracht, P. Tandem Metal and Organocatalysis in Sequential Hydroformylation and Enantioselective Mannich Reactions Adv. Synth. Catal. 2009, 351, 339-344 10.1002/adsc.200800720
329. Kemme, S. T.; Šmejkal, T.; Breit, B. Combined Transition-Metal- and Organocatalysis: An Atom Economic C3 Homologation of Alkenes to Carbonyl and Carboxylic Compounds Chem.-Eur. J. 2010, 16, 3423-3433 10.1002/chem.200903223
330. N1 Alkylation Chem.-Eur. J. 2012, 18, 9496-9499 10.1002/chem.201200639
331. Shyam, P. K.; Jang, H.-Y. Metal-Organocatalytic Tandem Azide Addition/Oxyamination of Aldehydes for the Enantioselective Synthesis of β-Amino α-Hydroxy Esters Eur. J. Org. Chem. 2014, 2014, 1817-1822 10.1002/ejoc.201301915
332. Rueping, M.; Dufour, J.; Maji, M. S. Relay Catalysis: Combined Metal Catalyzed Oxidation and Asymmetric Iminium Catalysis for the Synthesis of Bi- and Tricyclic Chromenes Chem. Commun. 2012, 48, 3406-3408 10.1039/c2cc00129b
333. Rueping, M.; Sundén, H.; Hubener, L.; Sugiono, E. Asymmetric Oxidative Lewis Base Catalysis-Unifying Iminium and Enamine Organocatalysis with Oxidations Chem. Commun. 2012, 48, 2201-2203 10.1039/c2cc16447g
334. Guo, C.-S.; Du, Y.-H.; Huang, Z.-Z. A Cascade Heck-Aldol-Heck Reaction by a Combination of Transition-Metal Catalysis and Aminocatalysis Chem. Commun. 2011, 47, 3995-3997 10.1039/c1cc10152h
335. Quintard, A.; Constantieux, T.; Rodriguez, J. An Iron/Amine-Catalyzed Cascade Process for the Enantioselective Functionalization of Allylic Alcohols Angew. Chem., Int. Ed. 2013, 52, 12883-12887 10.1002/anie.201307295
336. Roudier, M.; Constantieux, T.; Quintard, A.; Rodriguez, J. Enantioselective Cascade Formal Reductive Insertion of Allylic Alcohols into the C(O)-C Bond of 1,3-Diketones: Ready Access to Synthetically Valuable 3-Alkylpentanol Units Org. Lett. 2014, 16, 2802-2805 10.1021/ol500821c
337. Cui, H.-L.; Tanaka, F. One-Pot Synthesis of Polysubstituted 3-acylpyrroles by Cooperative Catalysis Org. Biomol. Chem. 2014, 12, 5822-5826 10.1039/C4OB01019A
338. Ho, X.-H.; Jung, W.-J.; Shyam, P. K.; Jang, H.-Y. Copper-Dienamine Catalysis: γ-Oxyamination of α,β-Unsaturated Aldehydes Catal. Sci. Technol. 2014, 4, 1914-1919 10.1039/c4cy00271g
339. Pederson, R. L.; Fellows, I. M.; Ung, T. A.; Ishihara, H.; Hajela, S. P. Applications of Olefin Cross Metathesis to Commercial Products Adv. Synth. Catal. 2002, 344, 728-735 10.1002/1615-4169(200208)344:6/7<728::AID-ADSC728>3.0.CO;2-4
340. Simmons, B.; Walji, A. M.; MacMillan, D. W. C. Cycle-Specific Organocascade Catalysis: Application to Olefin Hydroamination, Hydro-oxidation, and Amino-oxidation, and to Natural Product Synthesis Angew. Chem., Int. Ed. 2009, 48, 4349-4353 10.1002/anie.200900220
341. George, S. M. Introduction: Heterogeneous Catalysis Chem. Rev. 1995, 95, 475-476 10.1021/cr00035a001
342. Cole-Hamilton, D. J. Homogeneous Catalysis-New Approaches to Catalyst Separation, Recovery, and Recycling Science 2003, 299, 1702-1706 10.1126/science.1081881
343. Corma, A.; García, H. Crossing the Borders Between Homogeneous and Heterogeneous Catalysis: Developing Recoverable and Reusable Catalytic Systems Top. Catal. 2008, 48, 8-31 10.1007/s11244-008-9056-5
344. Astruc, D.; Lu, F.; Aranzaes, J. R. Nanoparticles as Recyclable Catalysts: The Frontier Between Homogeneous and Heterogeneous Catalysis Angew. Chem., Int. Ed. 2005, 44, 7852-7872 10.1002/anie.200500766
345. Farnetti, E.; Di Monte, R.; Kašpar, J. Homogeneous and Heterogeneous Catalysis. In Inorganic and Bio-Inorganic Chemistry; Bertini, I., Ed.; Encyclopedia of Life Support Systems (EOLSS); Developed under the Auspices of the UNESCO; EOLSS Publishers: Paris, 2009; Vol. 2.
346. Astruc, D. Palladium Nanoparticles as Efficient Green Homogeneous and Heterogeneous Carbon-Carbon Coupling Precatalysts: A Unifying View Inorg. Chem. 2007, 46, 1884-1894 10.1021/ic062183h
347. Taguchi, A.; Schüth, F. Ordered Mesoporous Materials in Catalysis Microporous Mesoporous Mater. 2005, 77, 1-45 10.1016/j.micromeso.2004.06.030
348. Niu, Y.; Crooks, R. M. Metallodendritic Catalysis. Dendrimer-Encapsulated Metal Nanoparticles and their Applications to Catalysis C. R. Chim. 2003, 6, 1049-1059 10.1016/j.crci.2003.08.001
349. Crooks, R. M.; Zhao, M.; Sun, L.; Chechik, V.; Yeung, L. K. Dendrimer-Encapsulated Metal Nanoparticles: Synthesis, Characterization, and Applications to Catalysis Acc. Chem. Res. 2001, 34, 181-190 10.1021/ar000110a
350. Djakovitch, L.; Koehler, K. Heck Reaction Catalyzed by Pd-Modified Zeolites J. Am. Chem. Soc. 2001, 123, 5990-5999 10.1021/ja001087r
351. Jiang, H.-L.; Xu, Q. Porous Metal-Organic Frameworks as Platforms for Functional Applications Chem. Commun. 2011, 47, 3351-3370 10.1039/c0cc05419d
352. Corma, A.; García, H.; Llabrés i Xamena, F. X. Engineering Metal Organic Frameworks for Heterogeneous Catalysis Chem. Rev. 2010, 110, 4606-4655 10.1021/cr9003924
353. Schoevaart, R.; Kieboom, T. Combined Catalytic Conversion Involving an Enzyme, a Homogeneous and a Heterogeneous Catalyst: One-Pot Preparation of 4-Deoxy-D-glucose Derivatives from D-Galactose Tetrahedron Lett. 2002, 43, 3399-3400 10.1016/S0040-4039(02)00479-3
354. Schoevaart, R.; Kieboom, T. Application of Galactose Oxidase in Chemoenzymatic One-Pot Cascade Reactions Without Intermediate Recovery Steps Top. Catal. 2004, 27, 3-9 10.1023/B:TOCA.0000013536.27551.13
355. Sípos, é.; Tungler, A.; Bitter, I.; Kubinyi, M. (S)-α,α-Diphenyl- and (S)-α,α-Dinaphthyl-2-pyrrolidinemethanol as Chiral Modifiers in Asymmetric Heterogeneous Catalytic Hydrogenation of Isophorone J. Mol. Catal. A: Chem. 2002, 186, 187-192 10.1016/S1381-1169(02)00176-0
356. Córdova, A. Combined Heterogeneous Metal/Organic Catalysts for Eco-Friendly Synthesis Pure Appl. Chem. 2015, 87, 1011-1019 10.1515/pac-2015-0405
357. Deiana, L.; Afewerki, S.; Palo-Nieto, C.; Verho, O.; Johnston, E. V.; Córdova, A. Highly Enantioselective Cascade Transformations By Merging Heterogeneous Transition Metal Catalysis with Asymmetric Aminocatalysis Sci. Rep. 2012, 2 851 10.1038/srep00851
358. Wu, S.-H.; Mou, C.-Y.; Lin, H.-P. Synthesis of Mesoporous Silica Nanoparticles Chem. Soc. Rev. 2013, 42, 3862-3875 10.1039/c3cs35405a
359. Verho, O.; Nagendiran, A.; Johnston, E. V.; Tai, C.-W.; Bäckvall, J.-E. Nanopalladium on Amino-Functionalized Mesocellular Foam: An Efficient Catalyst for Suzuki Reactions and Transfer Hydrogenations ChemCatChem 2013, 5, 612-618 10.1002/cctc.201200247
360. ALOthman, Z. A. A Review: Fundamental Aspects of Silicate Mesoporous Materials Materials 2012, 5, 2874-2902 10.3390/ma5122874
361. Johnston, E. V.; Verho, O.; Kärkäs, M. D.; Shakeri, M.; Tai, C.-W.; Palmgren, P.; Eriksson, K.; Oscarsson, S.; Bäckvall, J.-E. Highly Dispersed Palladium Nanoparticles on Mesocellular Foam: An Efficient and Recyclable Heterogeneous Catalyst for Alcohol Oxidation Chem.-Eur. J. 2012, 18, 12202-12206 10.1002/chem.201202157
362. Shakeri, M.; Tai, C.-W.; Göthelid, E.; Oscarsson, S.; Bäckvall, J.-E. Small Pd Nanoparticles Supported in Large Pores of Mesocellular Foam: An Excellent Catalyst for Racemization of Amines Chem.-Eur. J. 2011, 17, 13269-13273 10.1002/chem.201101265
363. Han, Y.; Lee, S. S.; Ying, J. Y. Pressure-Driven Enzyme Entrapment in Siliceous Mesocellular Foam Chem. Mater. 2006, 18, 643-649 10.1021/cm0520618
364. Xu, C.; Deiana, L.; Afewerki, S.; Incerti-Pradillos, C.; Córdova, O.; Guo, P.; Córdova, A.; Hedin, N. The Use of Porous Palladium(II)-polyimine in Cooperatively-catalyzed Highly Enantioselective Cascade Transformations Adv. Synth. Catal. 2015, 357, 2150-2156 10.1002/adsc.201500100
365. Deiana, L.; Ghisu, L.; Afewerki, S.; Verho, O.; Johnston, E. V.; Hedin, N.; Bacsik, Z.; Córdova, A. Enantioselective Heterogeneous Synergistic Catalysis for Asymmetric Cascade Transformations Adv. Synth. Catal. 2014, 356, 2485-2492 10.1002/adsc.201400291
366. Deiana, L.; Ghisu, L.; Córdova, O.; Afewerki, S.; Zhang, R.; Córdova, A. Efficient and Highly Enantioselective Aerobic Oxidation-Michael-Carbocyclization Cascade Transformations by Integrated Pd(0)-CPG Nanoparticles Synthesis 2014, 46, 1303-1310 10.1055/s-0033-1340883
367. Yoon, H.-S.; Ho, X.-H.; Jang, J.; Lee, H.-J.; Kim, S.-J.; Jang, H.-Y. N719 Dye-Sensitized Organophotocatalysis: Enantioselective Tandem Michael Addition/Oxyamination of Aldehydes Org. Lett. 2012, 14, 3272-3275 10.1021/ol3011858
368. Gruttadauria, M.; Bivona, L. A.; Lo Meo, P.; Riela, S.; Noto, R. Sequential Suzuki/Asymmetric Aldol and Suzuki/Knoevenagel Reactions Under Aqueous Conditions Eur. J. Org. Chem. 2012, 2012, 2635-2642 10.1002/ejoc.201200092
369. Schäfer, C.; Mhadgut, S. C.; Kugyela, N.; Török, M.; Török, B. Proline-Induced Enantioselective Heterogeneous Catalytic Hydrogenation of Isophorone on Basic Polymer-Supported Pd Catalysts Catal. Sci. Technol. 2015, 5, 716-723 10.1039/C4CY00954A
370. Rodríguez-García, L.; Hungerbühler, K.; Baiker, A.; Meemken, F. Enantioselection on Heterogeneous Noble Metal Catalyst: Proline-Induced Asymmetric in the Hydrogenation of Isophorone on Pd Catalyst J. Am. Chem. Soc. 2015, 137, 12121-12130 10.1021/jacs.5b07904
371. Deiana, L.; Jiang, Y.; Palo-Nieto, C.; Afewerki, S.; Incerti-Pradillos, A. C.; Verho, O.; Tai, C.-W.; Johnston, E. V.; Córdova, A. Combined Heterogeneous Metal/Chiral Amine: Multiple Relay Catalysis for Versatile Eco-Friendly Synthesis Angew. Chem., Int. Ed. 2014, 53, 3447-3451 10.1002/anie.201310216
372. Park, Y. J.; Park, J.-W.; Jun, C.-H. Metal-Organic Cooperative Catalysis in C-H and C-C Bond Activation and Its Concurrent Recovery Acc. Chem. Res. 2008, 41, 222-234 10.1021/ar700133y
373. Jun, C.-H.; Lee, H. Catalytic Carbon-Carbon Bond Activation of Unstrained Ketone by Soluble Transition-Metal Complex J. Am. Chem. Soc. 1999, 121, 880-881 10.1021/ja983197s
374. Jun, C.-H.; Lee, H.; Hong, J.-B. Chelation-Assisted Intermolecular Hydroacylation: Direct Synthesis of Ketone from Aldehyde and 1-Alkene J. Org. Chem. 1997, 62, 1200-1201 10.1021/jo961887d
375. Jun, C.-H.; Lee, D.-Y.; Hong, J.-B. Hydroacylation of 1-Alkene with Heteroaromatic Aldehyde by Rh(I) and Additives Tetrahedron Lett. 1997, 38, 6673-6676 10.1016/S0040-4039(97)01562-1
376. Jun, C.-H.; Lee, D.-Y.; Lee, H.; Hong, J.-B. A Highly Active Catalyst System for Intermolecular Hydroacylation Angew. Chem., Int. Ed. 2000, 39, 3070-3072 10.1002/1521-3773(20000901)39:17<3070::AID-ANIE3070>3.0.CO;2-G
377. Jun, C.-H.; Chung, K.-Y.; Hong, J.-B. C-H and C-C Bond Activation of Primary Amines through Dehydrogenation and Transimination Org. Lett. 2001, 3, 785-787 10.1021/ol015563+
378. Jun, C.-H.; Moon, C. W.; Lim, S.-G.; Lee, H. Application of Rh(I)-Catalyzed C-H Bond Activation to the Ring Opening of 2-Cycloalkenones in the Presence of Amines Org. Lett. 2002, 4, 1595-1597 10.1021/ol025816e
379. Lee, D.-Y.; Moon, C. W.; Jun, C.-H. Synthesis of Aliphatic Ketones from Allylic Alcohols through Consecutive Isomerization and Chelation-Assisted Hydroacylation by a Rhodium Catalyst J. Org. Chem. 2002, 67, 3945-3948 10.1021/jo025541g
380. 3 C-H Bond Activation of N-Methylamine Chem. Commun. 2008, 5779-5781 10.1039/b814166e
381. I-Catalyzed Chelation-Assisted Hydroacylation Eur. J. Org. Chem. 2006, 2006, 2504-2507 10.1002/ejoc.200600236
382. Jun, C.-H.; Lee, H.; Hong, J.-B.; Kwon, B.-I. Efficient and Selective Hydroacylation of 1-Alkynes with Aldehydes by a Chelation-Assisted Catalytic System Angew. Chem., Int. Ed. 2002, 41, 2146-2147 10.1002/1521-3773(20020617)41:12<2146::AID-ANIE2146>3.0.CO;2-2
383. Lee, D.-Y.; Hong, B.-S.; Cho, E.-G.; Lee, H.; Jun, C.-H. A Hydroacylation-Triggered Carbon-Carbon Triple Bond Cleavage in Alkynes via Retro-Mannich Type Fragmentation J. Am. Chem. Soc. 2003, 125, 6372-6373 10.1021/ja034337n
384. Beletskiy, E. V.; Sudheer, C.; Douglas, C. J. Cooperative Catalysis Approach to Intramolecular Hydroacylation J. Org. Chem. 2012, 77, 5884-5893 10.1021/jo300779q
385. Ko, H. M.; Dong, G. Cooperative Activation of Cyclobutanones and Olefins Leads to Bridged Ring Systems by a Catalytic [4 + 2] Coupling Nat. Chem. 2014, 6, 739-744 10.1038/nchem.1989
386. Park, J.-W.; Park, J.-H.; Jun, C.-H. Dual Functionalities of Hydrogen-Bonding Self-Assembled Catalysts in Chelation-Assisted Hydroacylation J. Org. Chem. 2008, 73, 5598-5601 10.1021/jo800862q
387. Chang, D.-H.; Lee, D.-Y.; Hong, B.-S.; Choi, J.-H.; Jun, C.-H. A New Solvent System for Recycling Catalysts for Chelation-Assisted Hydroacylation of Olefins with Primary Alcohols J. Am. Chem. Soc. 2004, 126, 424-425 10.1021/ja038071w
388. Kim, D.-W.; Lim, S.-G.; Jun, C.-H. Recyclable Self-Assembly-Supported Catalyst for Chelation-Assisted Hydroacylation of an Olefin with a Primary Alcohol Org. Lett. 2006, 8, 2937-2940 10.1021/ol0608045
389. Park, J.-W.; Jun, C.-H. Transition-Metal-Catalyzed Immobilization of Organic Functional Groups onto Solid Supports through Vinylsilane Coupling Reactions J. Am. Chem. Soc. 2010, 132, 7268-7269 10.1021/ja102741k
390. Yang, K.; Li, Q.; Liu, Y.; Li, G.; Ge, J. Catalytic CâH Arylation of Aliphatic Aldehydes Enabled by a Transient Ligand J. Am. Chem. Soc. 2016, 138, 12775-12778 10.1021/jacs.6b08478