TADDOLs, their derivatives, and TADDOL analogues: Versatile chiral auxiliaries

Angewandte Chemie - International Edition

Volumn 40, Issue 1, 2001, Pages 92-138

  Seebach, Dieter ^a   Beck, Albert K ^a   Heckel, Alexander ^a  

^a ETH ZURICH   (Switzerland)

Author keywords

Asymmetric catalysis; Asymmetric synthesis; Enantiomer separation; TADDOL

Indexed keywords

EID: 85007624587     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/1521-3773(20010105)40:1<92::AID-ANIE92>3.3.CO;2-B     Document Type: Review

References (589)

1. Syntheses of enantiomerically pure compounds (EPC-Syntheses) - Tartaric acid, an ideal source of chiral building blocks for synthesis?
2. EPC syntheses with C, C bond formation via acetals and enamines
3. Nomenclature and vocabulary of organic Stereochemistry
4. Organic synthesis - Where now?
5. Basic principles of EPC synthesis
6. Stereoselective synthesis
7. The art and science of total synthesis at the dawn of the twenty-first century
8. 2,2-Dimethyl-a, a, a′, a′-tetraphenyl-1,3-dioxolane-4,5- dimethanolatotitanium diisopropoxide
9. The 'Magic' Diarylhydroxymethyl Group
10. Catalytic enantioselective reactions from research to application. Diarylmethanol-containing auxiliaries as a study case
11. TADDOLs, their complexes, and related compounds
12. TADDOLs - From enantioselective catalysis to dendritic cross linkers to cholesteric liquid crystals
13. TADDOL and its derivatives - Our dream of universal chiral auxiliaries
14. Some recent advances in the use of titanium reagents for organic synthesis
15. Organometallic compounds of Titanium and Zirconium as selective nucleophilic reagents in organic synthesis
16. Titanium and Zirconium derivatives in organic synthesis
17. Anwendungen niedervalenter titan-reagentien in der organischen synthese
18. Methods of reactivity umpolung
19. Chelation or non-chelation control in addition reactions of chiral α- and β-alkoxy carbonyl compounds
20. Organotitanium reagents in organic chemistry
21. Enantioselective aldol and Michael additions of achiral enolates in the presence of chiral lithium amides and amines
22. Equilibrium acidities in dimethyl sulfoxide solution
23. Asymmetric catalysis in organic synthesis with industrial perspectives
24. Shape and symmetry in the design of new hosts
25. Asymmetric hydrogenations
26. The conservation of orbital symmetry
27. Synthesis and application of chiral liquid crystals
28. Polishing LCDs
29. From chiral molecules to chiral phases: Comments on the chirality of liquid crystalline phases
30. Liquid crystals: A tool for studies in chirality
31. Molecular recognition
32. Simulierte gegenstromchromatographie - Eine effiziente technik zur herstellung optisch aktiver verbindungen im industriellen Maßstab
33. 4, reduction of ketones - A comparison of TADDOLates and BINOLates
34. Resolution of racemates by distillation with inclusion compounds
35. For an imaginative satire on this theme
36. Solid state organic reactions
37. Solvent-free organic synthesis
38. Application of enamide photocyclisation to the synthesis of natural products
39. Growth and dissolution of organic crystals with 'Tailor-Made' inhibitors - Implications in stereochemistry and materials science
40. Asymmetric protonations
41. Formation of C-H bonds
42. Asymmetric protonations of enol derivatives
43. Asymmetric synthesis mediated by chiral ligands
44. Asymmetric synthesis using homochiral lithium amide bases
45. Crystal structures and stereoselective reactions of organic lithium derivatives
46. Structure and reactivity of lithium enolates. From pinacolone to selective C-alkylations of peptides. Difficulties and opportunities afforded by complex structures
47. The structure of lithium compounds of sulfones, sulfoximides, sulfoxides, thioethers and 1,3-dithianes, nitriles, nitro compounds and hydrazones
48. Carbanions of alkali and alkaline earth cations: Synthesis and structural characterization
49. Recent results in NMR spectroscopy of organolithium compounds
50. 15N double labeling experiments
51. Transition metal catalysis in the Baeyer-Villiger oxiation of ketones
52. 100 Years of Baeyer-Villiger oxidations
53. The development of chiral, nonracemic dioxiranes for the catalytic, enantioselective epoxidation of alkenes
54. Reduction of carbonyl compounds with chiral oxazaborolidine catalysts: A new paradigm for enantioselective catalysis and a powerful new synthetic method
55. Lewis acid promoted addition reactions of organometallic compounds
56. -1
57. Chiral Lewis acids in catalytic asymmetric reactions
58. Some effects of lithium salts, of strong bases, and of the cosolvent DMPU in peptide chemistry, and elsewhere
59. Asymmetric reactions with chiral Lewis acid catalysts
60. Designer Lewis acids for selective organic synthesis
61. Studies on enantioselective synthesis
62. On the conformation and structure of organometal complexes in the solid state: Two studies relevant to chemical synthesis
63. Lewis acid carbonyl complexation
64. Transition metal fluoride complexes in asymmetric catalysis
65. Asymmetric 1,3-dipolar cycloaddition reactions
66. Chiral titanium complexes for enantioselective addition of nucleophiles to carbonyl groups
67. Asymmetric ene reactions in organic synthesis
68. Asymmetric reactions promoted by titanium reagents
69. Enantioselective addition of organometallic reagents to carbonyl compounds: Chirality transfer, multiplication, and amplification
70. Preparation and reactions of polyfunctional organozinc reagents in organic synthesis
71. Trans-1,2-diaminocyclohexane derivatives as chiral reagents, scaffolds, and ligands for catalysis: Applications in asymmetric synthesis and molecular recognition
72. Zinc and Cadmium
73. The unambiguous specification of the steric course of asymmetric synthesis
74. Custom chemicals
75. Somewhat greater selectivity in the formation of β-aminocarbonyl compounds is observed with an aluminum TADDOLate
76. Asymmetric C - C-bond formation with titanium carbohydrate complexes
77. Iodocarbocyclization reaction
78. Iodocarbocyclization and iodoaminocyclization reactions mediated by a metallic ragent
79. The use of catalytic amounts of cinchona alkaloids for this ring opening, as recently reported by Bolm et al., could be regarded as confirmation of the maxim that "better is the enemy of good"
80. Enantioselective desymmetrisation
81. Catalytic asymmetric diels-alder reactions
82. Chiral Lewis acid catalysts in diels-alder cycloadditions: Mechanistic aspects and synthetic applications of recent systems
83. Studies on enantioselective synthesis
84. Progress in the diels/alder reaction means progress in steroid synthesis
85. Lobucavir
86. Rare earth metal trifluoromethanesulfonates as water-tolerant Lewis acid catalysts in organic synthesis
87. Asymmetric catalysis of carbonyl-ene reactions and related carbon-carbon bond forming reactions
88. Asymmetric catalysis with heterobimetallic compounds
89. New types of Lewis acids used in organic synthesis
90. Reaction engineering for enzyme-catalyzed biotransformations
91. Chiral dendrimers
92. Towards the chemical synthesis of proteins
93. Solid phase synthesis (Nobel Lecture)
94. Catalysts made of organic-inorganic hybrid materials
95. Molecular imprinting in cross-linked materials with the aid of molecular templates - A way towards artificial antibodies
96. Polymer supported reagents
97. Ligand-accelerated catalysis
98. Specification of molecular chirality
99. Basic principles of the CIP-system and proposals for a revision
100. Asymmetric ene reactions in organic synthesis
101. α,α-Diphenyl-2-pyrrolidinemethanol
102. Asymmetric synthesis with chiral oxazaborolidines
103. The practical enantioselective reduction of prochiral ketones
104. Diphenyloxazaborolidine for enantioselective reduction of ketones
105. The 'Magic' diarylhydroxymethyl group
106. The chiral pool as a source of enantioselective catalysts and auxiliaries
107. Asymmetric catalysis of new generation chiral metallosalen complexes
108. The chemistry of vicinal diamines
109. Nitrogen donors in organometallic chemistry and homogeneous catalysis