The effects of amine and acid catalysts on efficient chelation-assisted hydroacylation of alkene with aliphatic aldehyde

被引：21

作者：

Jo, Eun-Ae

Jun, Chul-Ho ^{[1
]}

机构：

[1] Yonsei Univ, Dept Chem, Seoul 120749, South Korea

来源：

TETRAHEDRON LETTERS | 2009年 / 50卷 / 26期

关键词：

TRANSITION-METAL-COMPLEXES; CARBON TRIPLE BOND; INTERMOLECULAR HYDROACYLATION; C-H; ALLYLAMINES; ACTIVATION; CLEAVAGE; OLEFINS; ALKYNES;

D O I：

10.1016/j.tetlet.2009.02.091

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Efficient intermolecular hydroacylation of 1-alkene with aliphatic aldehyde was achieved using a catalyst mixture of cyclohexylamine, p-trifluoromethylbenzoic acid, Wilkinson's complex and 2-amino-3-picoline. The formation of unwanted aldol side-product was avoided through the conjugate addition of cyclohexylamine to the aldol intermediate that was initially generated, followed by the retro-Mannich-type fragmentation of the resulting beta-aminoaldimine.

引用

页码：3338 / 3340

页数：3

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