Organocatalytic Asymmetric Triple Domino Reactions of Nitromethane with α,β-Unsaturated Aldehydes

被引：38
|
作者：
Enders, Dieter [1 ]
Jeanty, Matthieu [1 ]
Bats, Jan W. [2 ]
机构：
[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany
[2] Goethe Univ Frankfurt, Inst Organ Chem & Chem Biol, D-60439 Frankfurt, Germany
来源：
SYNLETT | 2009年 / 19期
关键词：
domino reaction; organocatalysis; Michael addition; nitroalkane; aldol condensation; ENANTIOSELECTIVE CONJUGATE ADDITION; TRICYCLIC CARBON FRAMEWORKS; MICHAEL ADDITION; NITROALKANES; ENONES; CATALYST; KETONES; AMINOCATALYSIS; ACTIVATION; STRATEGIES;
D O I：
10.1055/s-0029-1218282
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An organocatalytic asymmetric multicomponent domino reaction employing the bulk chemical nitromethane and alpha,beta-unsaturated aldehydes as substrates is described. The new triple cascade reaction based on two subsequent Michael additions and an intramolecular aldol condensation provides an atom-economic entry to diastereo- and enantiomerically pure 5-nitrocyclohexene carbaldehydes after flash chromatography.
引用
收藏
页码：3175 / 3178
页数：4
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