Lithium acetate-catalyzed Michael reaction between trimethylsilyl enolate and α,β-unsaturated carbonyl compound

被引：26

作者：

Nakagawa, T

Fujisawa, H

Yuzo, NI

Mukaiyama, T

机构：

[1] Kitasato Inst, Ctr Basic Res, Kita Ku, Tokyo 1140003, Japan

[2] Kitasato Univ, Inst Life Sci, Minato Ku, Tokyo 1088641, Japan

来源：

CHEMISTRY LETTERS | 2004年 / 33卷 / 08期

关键词：

D O I：

10.1246/cl.2004.1016

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Lithium acetate-catalyzed Michael reaction between trimethylsilyl enolates and alpha,beta-unsaturated carbonyl compounds in DMF proceeded smoothly to afford the corresponding Michael-adducts in good to high yields. Hindered alpha, beta-unsaturated ketones also behaved as an excellent Michael-acceptor in the above reaction at room temperature.

引用

页码：1016 / 1017

页数：2

共 50 条

[1] Lithium acetate-catalyzed aldol reaction between aldehyde and trimethylsilyl enolate
Nakagawa, T
Fujisawa, H
Mukaiyama, T
CHEMISTRY LETTERS, 2003, 32 (05) : 462 - 463
[2] Lewis base-catalyzed Michael reactions between trimethylsilyl enolate and α,β-unsaturated carbonyl compounds
Nakagawa, Takashi
Fujisawa, Hidehiko
Nagata, Yuzo
Mukaiyama, Teruaki
Bull. Chem. Soc. Jpn., 2 (236-246):
[3] Lewis base-catalyzed Michael reactions between trimethylsilyl enolate and α,β-unsaturated carbonyl compounds
Nakagawa, T
Fujisawa, H
Nagata, Y
Mukaiyama, T
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2005, 78 (02) : 236 - 246
[4] Lithium acetate-catalyzed aldol reaction between aldehyde and trimethylsilyl enolate in anhydrous or water-containing N,N-dimethylformamide
Nakagawa, T
Fujisawa, H
Nagata, Y
Mukaiyama, T
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2004, 77 (08) : 1555 - 1567
[5] REINVESTIGATION OF THE REACTION OF LITHIUM TRIMETHYLSILYL ACETATE ENOLATE WITH CHLOROTRIMETHYLSILANE
BELLASSOUED, M
GAUDEMAR, M
TETRAHEDRON LETTERS, 1990, 31 (02) : 209 - 212
[6] Lithium pyrrolidone catalyzed aldol reaction between aldehyde and trimethylsilyl enolate
Fujisawa, H
Mukaiyama, T
CHEMISTRY LETTERS, 2002, (08) : 858 - 859
[7] Lithium acetate-catalyzed crossed aldol reaction between aldehydes and trimethylsilyl enolates generated from other aldehydes
Kawano, Y
Fujisawa, H
Mukaiyama, T
CHEMISTRY LETTERS, 2005, 34 (04) : 614 - 615
[8] Lithium acetate-catalyzed trifluoromethylation of carbonyl compounds with (trifluoromethyl)trimethylsilane
Mukaiyama, T
Kawano, Y
Fujisawa, H
CHEMISTRY LETTERS, 2005, 34 (01) : 88 - 89
[9] Lithium acetate-catalyzed Mannich-type reaction between trimethylsilyl enolates and aldimines in a water-containing DMF
Takahashi, E
Fujisawa, H
Mukaiyama, T
CHEMISTRY LETTERS, 2004, 33 (07) : 936 - 937
[10] Lithium acetate catalyzed aldol reaction between aldehyde and trimethylsilyl enolate in a dimethylformamide-H2O solvent
Nakagawa, T
Fujisawa, H
Mukaiyama, T
CHEMISTRY LETTERS, 2003, 32 (08) : 696 - 697

← 1 2 3 4 5 →