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

页码：3175 / 3178

页数：4

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