Catalytic Enantioselective Aldol Additions to Ketones

被引：55

作者：

Adachi, Shinya ^{[1
]}

Harada, Toshiro ^{[1
]}

机构：

[1] Kyoto Inst Technol, Dept Chem & Mat Technol, Sakyo Ku, Kyoto 6068585, Japan

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 2009卷 / 22期

关键词：

Aldol reactions; Asymmetric catalysis; Asymmetric synthesis; Ketones; C-2-SYMMETRIC COPPER(II) COMPLEXES; QUATERNARY CARBON CENTERS; CHIRAL LEWIS-ACIDS; C BOND FORMATION; REDUCTIVE ALDOL; ASYMMETRIC ALDOL; REFORMATSKY REACTION; CONJUGATE REDUCTION; MICHAEL ADDITION; ACYCLIC ENONES;

D O I：

10.1002/ejoc.200900166

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Enantioselective aldol addition to ketones has received growing attention since the resulting tertiary aldols are valuable building blocks for many biologically active compounds. Recently, several catalytic methodologies have been developed based on the activation of acceptor ketones and/or nucleophile enolates, overcoming problems associated with the lower reactivity and decreased steric discrimination of ketones compared to aldehydes. This microreview presents an overview of the progresses in the catalytic enantioselective aldol additions to ketones. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

引用

页码：3661 / 3671

页数：11

共 135 条

[1] Asymmetric Mukaiyama Aldol Reaction of Nonactivated Ketones Catalyzed by allo-Threonine-Derived Oxazaborolidinone
Adachi, Shinya
Harada, Toshiro
[J]. ORGANIC LETTERS, 2008, 10 (21) : 4999 - 5001
[2] Multiple component reactions:: An efficient nickel-catalyzed reformatsky-type reaction and its application in the parallel synthesis of β-amino carbonyl libraries
Adrian, JC
Snapper, ML
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (06) : 2143 - 2150
[3] A chiral Ag-based catalyst for practical, efficient, and highly enantioselective additions of enolsilanes to α-ketoesters
Akullian, Laura C.
Snapper, Marc L.
Hoveyda, Amir H.
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (20) : 6532 - 6533
[4] The direct catalytic asymmetric cross-aldol reaction of aldehydes
Alcaide, B
Almendros, P
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (08) : 858 - 860
[5] ALCAIDE B, 2003, ANGEW CHEM, V115, P884
[6] AMPHIDINOLIDE B, 1987, J CHEM SOC CHEM COMM, P1127
[7] [Anonymous], 2007, Angew. Chem. Int. Ed.
[8] Asymmetric conjugate reduction of α,β-unsaturated esters using a chiral phosphine-copper catalyst
Appella, DH
Moritani, Y
Shintani, R
Ferreira, EM
Buchwald, SL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (40) : 9473 - 9474
[9] Direct catalytic asymmetric aldol reactions of aldehydes
Bogevig, A
Kumaragurubaran, N
Jorgensen, KA
[J]. CHEMICAL COMMUNICATIONS, 2002, (06) : 620 - 621
[10] Bolm C., 2004, ANGEW CHEM, V116, P6110, DOI DOI 10.1002/ANGE.200460953

← 1 2 3 4 5 6 7 8 9 10 →