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Volumn 4, Issue , 2012, Pages 100-121

4.6 C-C Bond Formation (Metal-Catalyzed Reductive Aldol Coupling)

Author keywords

Aldol; Catalysis; Enantioselective; Polyketide; Transition metal

Indexed keywords


EID: 84902420686     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1016/B978-0-08-095167-6.00405-5     Document Type: Chapter
Times cited : (5)

References (250)
  • 1
    • 32644443321 scopus 로고
    • Though largely attributed to Würtz, the aldol reaction was reported first by Borodin:, (Borodin's earliest results are cited in this chapter)
    • von Richter V. Ber. Deut. Chem. Ges. 1869, 2:552. Though largely attributed to Würtz, the aldol reaction was reported first by Borodin:, (Borodin's earliest results are cited in this chapter).
    • (1869) Ber. Deut. Chem. Ges. , vol.2 , pp. 552
    • von Richter, V.1
  • 21
    • 0000244085 scopus 로고
    • For selected reviews encompassing core physical organic and stereochemical principles associated with the aldol reaction, see:
    • Heathcock C.H. Science 1981, 214:395. For selected reviews encompassing core physical organic and stereochemical principles associated with the aldol reaction, see:.
    • (1981) Science , vol.214 , pp. 395
    • Heathcock, C.H.1
  • 25
    • 0000487061 scopus 로고
    • The Aldol Reaction: Group I and Group II Enolates
    • Pergamon Press, New York, Chapter 1.6
    • Heathcock C.H. The Aldol Reaction: Group I and Group II Enolates. Comprehensive Organic Synthesis 1991, Vol. 2:181-238. Pergamon Press, New York, Chapter 1.6.
    • (1991) Comprehensive Organic Synthesis , vol.2 , pp. 181-238
    • Heathcock, C.H.1
  • 35
    • 0000563579 scopus 로고
    • Partial Reduction of Enones, Styrenes and Related Systems
    • For selected reviews of metal catalyzed conjugate reduction mediated by silanes and borohydrides, see:, Pergamon Press, Oxford, Chapter 3.5
    • Keinan E., Greenspoon N. Partial Reduction of Enones, Styrenes and Related Systems. Comprehensive Organic Synthesis 1991, Vol. 8:523-578. For selected reviews of metal catalyzed conjugate reduction mediated by silanes and borohydrides, see:, Pergamon Press, Oxford, Chapter 3.5.
    • (1991) Comprehensive Organic Synthesis , vol.8 , pp. 523-578
    • Keinan, E.1    Greenspoon, N.2
  • 42
    • 33750282458 scopus 로고    scopus 로고
    • Palladium-Catalyzed 1,4-Reduction (Conjugate Reduction)
    • For selected reviews of metal catalyzed conjugate hydrogenation of α,β-unsaturated carbonyl compounds, see:, John Wiley & Sons, New York, Chapter 7.2.3
    • Haskel A., Keinan E. Palladium-Catalyzed 1,4-Reduction (Conjugate Reduction). Handbook of Organopalladium Chemistry for Organic Synthesis 2002, Vol. 2:2767-2782. For selected reviews of metal catalyzed conjugate hydrogenation of α,β-unsaturated carbonyl compounds, see:, John Wiley & Sons, New York, Chapter 7.2.3.
    • (2002) Handbook of Organopalladium Chemistry for Organic Synthesis , vol.2 , pp. 2767-2782
    • Haskel, A.1    Keinan, E.2
  • 47
    • 0011040448 scopus 로고
    • For enantioselective conjugate hydrogenation of α,β-unsaturated carbonyl compounds catalyzed by ruthenium (beyond α,β-unsaturated carboxylic acids), see:
    • Massonneau V., Le Maux P., Simonneaux G. J. Organomet. Chem. 1987, 327:269. For enantioselective conjugate hydrogenation of α,β-unsaturated carbonyl compounds catalyzed by ruthenium (beyond α,β-unsaturated carboxylic acids), see:.
    • (1987) J. Organomet. Chem. , vol.327 , pp. 269
    • Massonneau, V.1    Le Maux, P.2    Simonneaux, G.3
  • 48
    • 17744381791 scopus 로고    scopus 로고
    • For enantioselective conjugate transfer hydrogenation of α,β-unsaturated carbonyl compounds catalyzed by ruthenium (beyond α,β-unsaturated carboxylic acids), see:
    • Xue D., Chen Y.-C., Cui X., et al. J. Org. Chem. 2005, 70:3584. For enantioselective conjugate transfer hydrogenation of α,β-unsaturated carbonyl compounds catalyzed by ruthenium (beyond α,β-unsaturated carboxylic acids), see:.
    • (2005) J. Org. Chem. , vol.70 , pp. 3584
    • Xue, D.1    Chen, Y.-C.2    Cui, X.3
  • 49
    • 56749152185 scopus 로고    scopus 로고
    • For enantioselective conjugate hydrogenation of α,β-unsaturated carbonyl compounds catalyzed by rhodium (beyond dehydroamino acid derivatives and itaconic acid), see:
    • Scheuermannnée Taylor C.J., Jaekel Adv. Synth. Catal. 2008, 350:2708. For enantioselective conjugate hydrogenation of α,β-unsaturated carbonyl compounds catalyzed by rhodium (beyond dehydroamino acid derivatives and itaconic acid), see:.
    • (2008) Adv. Synth. Catal. , vol.350 , pp. 2708
    • Scheuermannnée Taylor, C.J.1    Jaekel2
  • 51
    • 14644424554 scopus 로고    scopus 로고
    • For enantioselective conjugate hydrogenation of α,β-unsaturated carbonyl compounds catalyzed by iridium (beyond α,β-unsaturated carboxylic acids), see:
    • Hilgraf R., Pfaltz A. Adv. Synth. Catal. 2005, 347:61. For enantioselective conjugate hydrogenation of α,β-unsaturated carbonyl compounds catalyzed by iridium (beyond α,β-unsaturated carboxylic acids), see:.
    • (2005) Adv. Synth. Catal. , vol.347 , pp. 61
    • Hilgraf, R.1    Pfaltz, A.2
  • 57
    • 33750363180 scopus 로고    scopus 로고
    • For enantioselective conjugate transfer hydrogenation of α,β-unsaturated carbonyl compounds catalyzed by palladium, see:
    • Tsuchiya Y., Hamashima Y., Sodeoka M. Org. Lett. 2006, 8:4851. For enantioselective conjugate transfer hydrogenation of α,β-unsaturated carbonyl compounds catalyzed by palladium, see:.
    • (2006) Org. Lett. , vol.8 , pp. 4851
    • Tsuchiya, Y.1    Hamashima, Y.2    Sodeoka, M.3
  • 59
    • 0042535964 scopus 로고
    • For enantioselective conjugate reductions of α,β-unsaturated carbonyl compounds catalyzed by rhodium employing silane as reductant, see:
    • Ojima I., Kogure T. Tetrahedron Lett. 1974, 15:1889. For enantioselective conjugate reductions of α,β-unsaturated carbonyl compounds catalyzed by rhodium employing silane as reductant, see:.
    • (1974) Tetrahedron Lett. , vol.15 , pp. 1889
    • Ojima, I.1    Kogure, T.2
  • 66
    • 0033552259 scopus 로고    scopus 로고
    • For enantioselective conjugate reductions of α,β-unsaturated carbonyl compounds catalyzed by copper employing silane as reductant, see:
    • Appella D.H., Moritani Y., Shintani R., Ferreira E.M., Buchwald S.L. J. Am. Chem. Soc. 1999, 121:9473. For enantioselective conjugate reductions of α,β-unsaturated carbonyl compounds catalyzed by copper employing silane as reductant, see:.
    • (1999) J. Am. Chem. Soc. , vol.121 , pp. 9473
    • Appella, D.H.1    Moritani, Y.2    Shintani, R.3    Ferreira, E.M.4    Buchwald, S.L.5
  • 82
    • 84990107551 scopus 로고
    • For enantioselective conjugate reductions of α,β-unsaturated carbonyl compounds catalyzed by cobalt employing sodium borohydride as reductant, see:
    • Leutenegger U., Madin A., Pfaltz A. Angew. Chem. Int. Ed. Engl. 1989, 28:60. For enantioselective conjugate reductions of α,β-unsaturated carbonyl compounds catalyzed by cobalt employing sodium borohydride as reductant, see:.
    • (1989) Angew. Chem. Int. Ed. Engl. , vol.28 , pp. 60
    • Leutenegger, U.1    Madin, A.2    Pfaltz, A.3
  • 89
    • 0000757771 scopus 로고
    • For selected examples of the stoichiometric preformation of enol derivatives via metal catalyzed conjugate reduction with subsequent by capture of enol derivative through its reaction with carbonyl electrophiles, see:
    • Evans D.A., Fu G.C. J. Org. Chem. 1990, 55:5678. For selected examples of the stoichiometric preformation of enol derivatives via metal catalyzed conjugate reduction with subsequent by capture of enol derivative through its reaction with carbonyl electrophiles, see:.
    • (1990) J. Org. Chem. , vol.55 , pp. 5678
    • Evans, D.A.1    Fu, G.C.2
  • 93
    • 0036291572 scopus 로고    scopus 로고
    • For selected reviews on reductive aldol coupling, see:
    • Motherwell W.B. Pure Appl. Chem. 2002, 74:135. For selected reviews on reductive aldol coupling, see:.
    • (2002) Pure Appl. Chem. , vol.74 , pp. 135
    • Motherwell, W.B.1
  • 99
    • 35848945171 scopus 로고    scopus 로고
    • Metal-Catalyzed Reductive Carbocyclization (C-C, C-C, C-O Bonds)
    • Elsevier, Oxford, Chapter 10.10
    • Krische M.J., Jang H.-Y. Metal-Catalyzed Reductive Carbocyclization (C-C, C-C, C-O Bonds). Comprehensive Organometallic Chemistry III 2006, Vol. 10:493-536. Elsevier, Oxford, Chapter 10.10.
    • (2006) Comprehensive Organometallic Chemistry III , vol.10 , pp. 493-536
    • Krische, M.J.1    Jang, H.-Y.2
  • 103
    • 84890984309 scopus 로고    scopus 로고
    • Hydrogen-Mediated Carbon-Carbon Bond Formation Catalyzed by Rhodium
    • Wiley-VCH, Weinheim, Chapter 22, J.G. de Vries, C.J. Elsevier (Eds.)
    • Krische M.J., Cho C.-W. Hydrogen-Mediated Carbon-Carbon Bond Formation Catalyzed by Rhodium. Handbook of Homogeneous Hydrogenation 2007, 713-741. Wiley-VCH, Weinheim, Chapter 22. J.G. de Vries, C.J. Elsevier (Eds.).
    • (2007) Handbook of Homogeneous Hydrogenation , pp. 713-741
    • Krische, M.J.1    Cho, C.-W.2
  • 104
    • 78651298360 scopus 로고    scopus 로고
    • Hydrogenation for C-C Bond Formation
    • Wiley-VCH, Weinheim, Chapter 8
    • Bower J.F., Krische M.J. Hydrogenation for C-C Bond Formation. Handbook of Green Chemistry 2007, Vol. 1:205-254. Wiley-VCH, Weinheim, Chapter 8.
    • (2007) Handbook of Green Chemistry , vol.1 , pp. 205-254
    • Bower, J.F.1    Krische, M.J.2
  • 105
    • 84891010485 scopus 로고    scopus 로고
    • Metal Catalyzed Reductive Aldol Coupling
    • Wiley-VCH, Weinheim, Chapter 16
    • Garner S., Han S.B., Krische M.J. Metal Catalyzed Reductive Aldol Coupling. Modern Reduction Methods 2008, 387-408. Wiley-VCH, Weinheim, Chapter 16.
    • (2008) Modern Reduction Methods , pp. 387-408
    • Garner, S.1    Han, S.B.2    Krische, M.J.3
  • 108
    • 0000191874 scopus 로고
    • For rhodium catalyzed reductive aldol reaction mediated by silane or other reductants see:
    • Revis A., Hilty T.K. Tetrahedron Lett. 1987, 28:4809. For rhodium catalyzed reductive aldol reaction mediated by silane or other reductants see:.
    • (1987) Tetrahedron Lett. , vol.28 , pp. 4809
    • Revis, A.1    Hilty, T.K.2
  • 125
    • 0037176242 scopus 로고    scopus 로고
    • For rhodium catalyzed reductive aldol reaction mediated by hydrogen, see:
    • Jang H.Y., Huddleston R.R., Krische M.J. J. Am. Chem. Soc. 2002, 124:15156. For rhodium catalyzed reductive aldol reaction mediated by hydrogen, see:.
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 15156
    • Jang, H.Y.1    Huddleston, R.R.2    Krische, M.J.3
  • 133
    • 0001899091 scopus 로고
    • For cobalt catalyzed reductive aldol reaction, see:
    • Isayama S., Mukaiyama T. Chem. Lett. 1989, 18:2005. For cobalt catalyzed reductive aldol reaction, see:.
    • (1989) Chem. Lett. , vol.18 , pp. 2005
    • Isayama, S.1    Mukaiyama, T.2
  • 140
    • 33751306191 scopus 로고    scopus 로고
    • For ruthenium catalyzed reductive aldol reaction, see:
    • Doi T., Fukuyama T., Minamino S., Ryu I. Synlett 2006, 18:3013. For ruthenium catalyzed reductive aldol reaction, see:.
    • (2006) Synlett , vol.18 , pp. 3013
    • Doi, T.1    Fukuyama, T.2    Minamino, S.3    Ryu, I.4
  • 142
    • 0032537679 scopus 로고    scopus 로고
    • For palladium catalyzed reductive aldol reaction, see:
    • Kiyooka S.I., Shimizu A., Torii S. Tetrahedron Lett. 1998, 39:5237. For palladium catalyzed reductive aldol reaction, see:.
    • (1998) Tetrahedron Lett. , vol.39 , pp. 5237
    • Kiyooka, S.I.1    Shimizu, A.2    Torii, S.3
  • 143
    • 33847032528 scopus 로고    scopus 로고
    • For nickel catalyzed reductive aldol reaction, see:
    • Chrovian C.C., Montgomery J. Org Lett. 2007, 9:537. For nickel catalyzed reductive aldol reaction, see:.
    • (2007) Org Lett. , vol.9 , pp. 537
    • Chrovian, C.C.1    Montgomery, J.2
  • 147
    • 0032506682 scopus 로고    scopus 로고
    • For copper promoted reductive aldol reaction, see:
    • Chiu P., Chen B., Cheng K.F. Tetrahedron Lett. 1998, 39:9229. For copper promoted reductive aldol reaction, see:.
    • (1998) Tetrahedron Lett. , vol.39 , pp. 9229
    • Chiu, P.1    Chen, B.2    Cheng, K.F.3
  • 148
    • 11844277687 scopus 로고    scopus 로고
    • For copper promoted reductive intramolecular Henry reaction, see:
    • Chung W.K., Chiu P. Synlett 2005, 1:55. For copper promoted reductive intramolecular Henry reaction, see:.
    • (2005) Synlett , vol.1 , pp. 55
    • Chung, W.K.1    Chiu, P.2
  • 149
    • 9144228846 scopus 로고    scopus 로고
    • For copper promoted and catalyzed reductive cyclizations of α,β-acetylenic ketones tethered to ketones, see:
    • Chiu P., Leung S.K. Chem. Commun. 2004, 2308. For copper promoted and catalyzed reductive cyclizations of α,β-acetylenic ketones tethered to ketones, see:.
    • (2004) Chem. Commun. , pp. 2308
    • Chiu, P.1    Leung, S.K.2
  • 150
    • 0033548542 scopus 로고    scopus 로고
    • For copper catalyzed reductive aldol reaction, see:
    • Ooi T., Doda K., Sakai D., Maruoka K. Tetrahedron Lett. 1999, 40:2133. For copper catalyzed reductive aldol reaction, see:.
    • (1999) Tetrahedron Lett. , vol.40 , pp. 2133
    • Ooi, T.1    Doda, K.2    Sakai, D.3    Maruoka, K.4
  • 161
    • 0013245322 scopus 로고    scopus 로고
    • For a reductive aldol coupling employing stoichiometric quantities of indium reagent, see:
    • Inoue K., Ishida T., Shibata I., Baba A. Adv. Synth. Catal. 2002, 344:283. For a reductive aldol coupling employing stoichiometric quantities of indium reagent, see:.
    • (2002) Adv. Synth. Catal. , vol.344 , pp. 283
    • Inoue, K.1    Ishida, T.2    Shibata, I.3    Baba, A.4
  • 166
    • 24044485355 scopus 로고    scopus 로고
    • Direct Catalytic Asymmetric Aldol Reaction Using Chiral Metal Complexes
    • For a recent review on the use of metallic catalysts for direct enantioselective aldol additions, see:, Wiley-VCH, Weinheim, Chapter 6
    • Shibasaki M., Matsunaga S., Kumagai N. Direct Catalytic Asymmetric Aldol Reaction Using Chiral Metal Complexes. Modern Aldol Reactions 2004, Vol. 2:197-228. For a recent review on the use of metallic catalysts for direct enantioselective aldol additions, see:, Wiley-VCH, Weinheim, Chapter 6.
    • (2004) Modern Aldol Reactions , vol.2 , pp. 197-228
    • Shibasaki, M.1    Matsunaga, S.2    Kumagai, N.3
  • 167
    • 13644256524 scopus 로고    scopus 로고
    • Amine-Catalyzed Aldol Reactions
    • For a recent review on the use of organic catalysts for direct enantioselective aldol addition, see:, Wiley-VCH, Weinheim, Chapter 4
    • List B. Amine-Catalyzed Aldol Reactions. Modern Aldol Reactions 2004, Vol. 1:161-200. For a recent review on the use of organic catalysts for direct enantioselective aldol addition, see:, Wiley-VCH, Weinheim, Chapter 4.
    • (2004) Modern Aldol Reactions , vol.1 , pp. 161-200
    • List, B.1
  • 169
    • 21244479264 scopus 로고    scopus 로고
    • Using amides of L-proline, direct catalyzed aldol coupling of 2-butanone to p-nitrobenzaldehyde affords mixtures of regioisomeric products:
    • Tang Z., Yang Z.-H., Chen X.-H., et al. J. Am. Chem. Soc. 2005, 127:9285. Using amides of L-proline, direct catalyzed aldol coupling of 2-butanone to p-nitrobenzaldehyde affords mixtures of regioisomeric products:.
    • (2005) J. Am. Chem. Soc. , vol.127 , pp. 9285
    • Tang, Z.1    Yang, Z.-H.2    Chen, X.-H.3
  • 170
    • 33947389167 scopus 로고    scopus 로고
    • Higher levels of branched regioselectivity are obtained using organocatalysts derived from diaminocyclohexane:
    • Luo S., Lu H., Li J., Zhang L., Cheng J.-P. J. Am. Chem. Soc. 2007, 129:3074. Higher levels of branched regioselectivity are obtained using organocatalysts derived from diaminocyclohexane:.
    • (2007) J. Am. Chem. Soc. , vol.129 , pp. 3074
    • Luo, S.1    Lu, H.2    Li, J.3    Zhang, L.4    Cheng, J.-P.5
  • 172
    • 0025888491 scopus 로고
    • For selected examples of metal catalyzed aldehyde silylformylation, see:
    • Ojima I., Ingallina P., Donovan R.J., Clos N. Organometallics 1991, 10:38. For selected examples of metal catalyzed aldehyde silylformylation, see:.
    • (1991) Organometallics , vol.10 , pp. 38
    • Ojima, I.1    Ingallina, P.2    Donovan, R.J.3    Clos, N.4
  • 176
    • 0000709874 scopus 로고
    • For selected examples of stoichiometric aldol addition of preformed late transition metal enolates, see:
    • Doney J.J., Bergman R.G., Heathcock C.H. J. Am. Chem. Soc. 1985, 107:3724. For selected examples of stoichiometric aldol addition of preformed late transition metal enolates, see:.
    • (1985) J. Am. Chem. Soc. , vol.107 , pp. 3724
    • Doney, J.J.1    Bergman, R.G.2    Heathcock, C.H.3
  • 181
    • 0001595774 scopus 로고
    • For reductive aldol processes involving stoichiometric use of hydride reagents in the absence of a catalyst, see:
    • Boldrini G.P., Bortolotti M., Mancini F., et al. J. Org. Chem. 1991, 56:5820. For reductive aldol processes involving stoichiometric use of hydride reagents in the absence of a catalyst, see:.
    • (1991) J. Org. Chem. , vol.56 , pp. 5820
    • Boldrini, G.P.1    Bortolotti, M.2    Mancini, F.3
  • 200
    • 0033855773 scopus 로고    scopus 로고
    • For reviews that encompass examples of catalytic reductive couplings that result in functionalization of the enone β-position, see:
    • Ikeda S.-I. Acc. Chem. Res. 2000, 33:511. For reviews that encompass examples of catalytic reductive couplings that result in functionalization of the enone β-position, see:.
    • (2000) Acc. Chem. Res. , vol.33 , pp. 511
    • Ikeda, S.-I.1
  • 202
    • 0034678591 scopus 로고    scopus 로고
    • For selected reviews encompassing recent developments in catalytic aldol coupling, see:
    • Machajewski T.D., Wong C.-H. Angew. Chem. Int. Ed. 2000, 39:1352. For selected reviews encompassing recent developments in catalytic aldol coupling, see:.
    • (2000) Angew. Chem. Int. Ed. , vol.39 , pp. 1352
    • Machajewski, T.D.1    Wong, C.-H.2
  • 206
    • 0000756559 scopus 로고
    • For rhodium catalyzed Mukaiyama aldol addition, see:
    • Sato S., Matsuda I., Izumi Y. Tetrahedron Lett. 1986, 27:5517. For rhodium catalyzed Mukaiyama aldol addition, see:.
    • (1986) Tetrahedron Lett. , vol.27 , pp. 5517
    • Sato, S.1    Matsuda, I.2    Izumi, Y.3
  • 207
    • 33846995439 scopus 로고    scopus 로고
    • For selected reviews on C-C bond forming hydrogenation and transfer hydrogenation, see:
    • Ngai M.-Y., Kong J.-R., Krische M.J. J. Org. Chem. 2007, 72:1063. For selected reviews on C-C bond forming hydrogenation and transfer hydrogenation, see:.
    • (2007) J. Org. Chem. , vol.72 , pp. 1063
    • Ngai, M.-Y.1    Kong, J.-R.2    Krische, M.J.3
  • 211
    • 33847804048 scopus 로고
    • For mechanistic studies on alkene hydrogenation catalyzed by neutral Rh(I) complexes, see:
    • Tolman C.A., Meakin P.Z., Lindner D.L., Jesson J.P. J. Am. Chem. Soc. 1974, 96:2762. For mechanistic studies on alkene hydrogenation catalyzed by neutral Rh(I) complexes, see:.
    • (1974) J. Am. Chem. Soc. , vol.96 , pp. 2762
    • Tolman, C.A.1    Meakin, P.Z.2    Lindner, D.L.3    Jesson, J.P.4
  • 214
    • 0002124260 scopus 로고
    • Acidity of Hydrido Transition Metal Complexes in Solution
    • For a review of the acidity of metal hydrides, see:, VCH, New York, Chapter 9, A. Dedieu (Ed.)
    • Kristjánsdóttir S.S., Norton J.R. Acidity of Hydrido Transition Metal Complexes in Solution. Transition Metal Hydrides 1992, 309-357. For a review of the acidity of metal hydrides, see:, VCH, New York, Chapter 9. A. Dedieu (Ed.).
    • (1992) Transition Metal Hydrides , pp. 309-357
    • Kristjánsdóttir, S.S.1    Norton, J.R.2
  • 215
    • 33847797644 scopus 로고
    • Monohydride catalytic cycles initiated via deprotonation of cationic rhodium dihydrides have been postulated and their veracity further established through the stoichiometric conversion of cationic rhodium(I) complexes to the corresponding rhodium(I) monohydrides via exposure to hydrogen in the presence of a tertiary amine base:
    • Schrock R.R., Osborn J.A. J. Am. Chem. Soc. 1976, 98:2134. Monohydride catalytic cycles initiated via deprotonation of cationic rhodium dihydrides have been postulated and their veracity further established through the stoichiometric conversion of cationic rhodium(I) complexes to the corresponding rhodium(I) monohydrides via exposure to hydrogen in the presence of a tertiary amine base:.
    • (1976) J. Am. Chem. Soc. , vol.98 , pp. 2134
    • Schrock, R.R.1    Osborn, J.A.2
  • 218
    • 0002045580 scopus 로고
    • For heterolytic activation of elemental hydrogen, see:
    • Brothers P.J. Prog. Inorg. Chem. 1981, 28:1. For heterolytic activation of elemental hydrogen, see:.
    • (1981) Prog. Inorg. Chem. , vol.28 , pp. 1
    • Brothers, P.J.1
  • 220
    • 33845281011 scopus 로고
    • For mechanistic studies on the hydrogenation of dehydroamino acids catalyzed by cationic Rh(I) complexes, see:
    • Landis C.R., Halpern J. J. Am. Chem. Soc. 1987, 109:1746. For mechanistic studies on the hydrogenation of dehydroamino acids catalyzed by cationic Rh(I) complexes, see:.
    • (1987) J. Am. Chem. Soc. , vol.109 , pp. 1746
    • Landis, C.R.1    Halpern, J.2
  • 224
    • 84941207091 scopus 로고
    • For reviews encompassing the mechanism of asymmetric hydrogenation catalyzed by cationic rhodium complexes, see:
    • Halpern J. Asymm. Synth. 1985, 5:41. For reviews encompassing the mechanism of asymmetric hydrogenation catalyzed by cationic rhodium complexes, see:.
    • (1985) Asymm. Synth. , vol.5 , pp. 41
    • Halpern, J.1
  • 228
    • 0000131734 scopus 로고
    • For tri-2-furylphosphine and triphenylarsine effects in metal catalyzed reactions, see:
    • Farina V., Krishnan B. J. Am. Chem. Soc. 1991, 113:9585-9595. For tri-2-furylphosphine and triphenylarsine effects in metal catalyzed reactions, see:.
    • (1991) J. Am. Chem. Soc. , vol.113 , pp. 9585-9595
    • Farina, V.1    Krishnan, B.2
  • 237
    • 0001306625 scopus 로고
    • For a review, see:
    • Halpern J. Acc. Chem. Res. 1970, 3:386. For a review, see:.
    • (1970) Acc. Chem. Res. , vol.3 , pp. 386
    • Halpern, J.1
  • 244
    • 33748546256 scopus 로고    scopus 로고
    • For Pt-catalyzed reductive coupling reactions mediated by hydrogen, see:
    • Jung I.G., Seo J., Choi S.Y., Chung Y.K. Organometallics 2006, 25:4240. For Pt-catalyzed reductive coupling reactions mediated by hydrogen, see:.
    • (2006) Organometallics , vol.25 , pp. 4240
    • Jung, I.G.1    Seo, J.2    Choi, S.Y.3    Chung, Y.K.4


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