Organocatalytic asymmetric "anti-Michael" reaction of β-ketoesters

被引：37

作者：

Aleman, Jose ^{[1
]}

Reyes, Efraim ^{[1
]}

Richter, Bo ^{[1
]}

Overgaard, Jacob ^{[1
]}

Jorgensen, Karl Anker ^{[1
]}

机构：

[1] Aarhus Univ, Ctr Catal, Danish Natl Res Fdn, Dept Chem, DK-8000 Aarhus, Denmark

来源：

CHEMICAL COMMUNICATIONS | 2007年 / 38期

关键词：

D O I：

10.1039/b710393j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The first organocatalytic "anti-Michael'' reaction of cyclic-beta-ketoesters to unsaturated double bonds is described in a highly asymmetric version leading to the synthesis of alpha,alpha'-di-substituted branched double bonds as optically active Baylis-Hillman-like adducts.

引用

页码：3921 / 3923

页数：3

共 49 条

[1]

[Anonymous], 1994, Org. React

[2]

[Anonymous], 2003, ANGEW CHEM

[3] Organocatalytic enantioselective conjugate addition to alkynones [J].

Bella, M ;

Jorgensen, KA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (18) :5672-5673

[4] Organocatalytic asymmetric 1,6-additions of β-ketoesters and glycine imine [J].

Bernardi, Luca ;

Lopez-Cantarero, Jesus ;

Niess, Barbara ;

Jlrgensen, Karl Anker .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (17) :5772-5778

[5]

Christoffers J, 2001, SYNLETT, P723

[6] Formation of quaternary stereocenters by copper-catalyzed Michael reactions with L-valine amides as auxiliaries [J].

Christoffers, J .

CHEMISTRY-A EUROPEAN JOURNAL, 2003, 9 (20) :4862-4867

[7] Construction of quaternary stereocenters: New perspectives through enantioselective Michael reactions [J].

Christoffers, J ;

Baro, A .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (15) :1688-1690

[8]

Christoffers J, 2001, ANGEW CHEM INT EDIT, V40, P4591, DOI 10.1002/1521-3773(20011217)40:24<4591::AID-ANIE4591>3.0.CO

[9]

2-V

[10]

Christoffers J., 2001, ANGEW CHEM, V113, P4725, DOI DOI 10.1002/1521-3757(20011217)113:24

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