Organosilanes in copper-mediated conjugate reductions and reductive aldol reactions

被引:54
作者
Chiu, P [1 ]
机构
[1] Univ Hong Kong, Dept Chem, Hong Kong, Hong Kong, Peoples R China
来源
SYNTHESIS-STUTTGART | 2004年 / 13期
关键词
organosilanes; copper conjugate reductions; aldol reactions;
D O I
10.1055/s-2004-831172
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Organosilanes have been used to synthesize and regenerate copper hydrides, and have been employed as stoichiometric reductants in the copper-catalyzed reductions of a variety of activated olefins. Reductive aldol condensations and cyclizations using organosilanes and transition metal catalysts, including copper hydrides, have also been achieved.
引用
收藏
页码:2210 / 2215
页数:6
相关论文
共 33 条
[1]   Asymmetric conjugate reduction of α,β-unsaturated esters using a chiral phosphine-copper catalyst [J].
Appella, DH ;
Moritani, Y ;
Shintani, R ;
Ferreira, EM ;
Buchwald, SL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (40) :9473-9474
[2]   Diastereoselective cobalt-catalyzed aldol and Michael cycloreductions [J].
Baik, TG ;
Luis, AL ;
Wang, LC ;
Krische, MJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (21) :5112-5113
[3]   SIMPLIFIED, ONE-POT PROCEDURE FOR THE SYNTHESIS OF [(PH3P)CUH]6, A STABLE COPPER HYDRIDE FOR CONJUGATE REDUCTIONS [J].
BRESTENSKY, DM ;
HUSELAND, DE ;
MCGETTIGAN, C ;
STRYKER, JM .
TETRAHEDRON LETTERS, 1988, 29 (31) :3749-3752
[4]   Chemo- and enantioselective hydrosilylation of carbonyl and imino groups. An emphasis on non-traditional catalyst systems [J].
Carpentier, JF ;
Bette, V .
CURRENT ORGANIC CHEMISTRY, 2002, 6 (10) :913-936
[5]   An expedient preparation of Stryker's reagent [J].
Chiu, P ;
Li, ZN ;
Fung, KCM .
TETRAHEDRON LETTERS, 2003, 44 (03) :455-457
[6]   Application of the tandem Stryker reduction-aldol cyclization strategy to the asymmetric synthesis of lucinone [J].
Chiu, P ;
Szeto, CP ;
Geng, Z ;
Cheng, KF .
TETRAHEDRON LETTERS, 2001, 42 (24) :4091-4093
[7]   Tandem conjugate reduction-aldol cyclization using Stryker's reagent [J].
Chiu, P ;
Szeto, CP ;
Geng, Z ;
Cheng, KF .
ORGANIC LETTERS, 2001, 3 (12) :1901-1903
[8]   A conjugate reduction-intramolecular aldol strategy toward the synthesis of pseudolaric acid A [J].
Chiu, P ;
Chen, B ;
Cheng, KF .
TETRAHEDRON LETTERS, 1998, 39 (50) :9229-9232
[9]  
CHIU P, 2004, IN PRESS CHEM COMMUN
[10]   Catalytic enantioselective conjugate reduction of β,β-disubstituted nitroalkenes [J].
Czekelius, C ;
Carreira, EM .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (39) :4793-4795