Two-carbon homologation of aldehydes via silyl ketene acetals:: A new stereoselective approach to (E)-alkenoic acids

被引：21

作者：

Bellassoued, M ^{[1
]}

Lensen, N ^{[1
]}

Bakasse, M ^{[1
]}

Mouelhi, S ^{[1
]}

机构：

[1] Univ Cergy Pontoise, CNRS, Lab Synthese Organometall, F-95031 Cergy Pontoise, France

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1998年 / 63卷 / 24期

关键词：

D O I：

10.1021/jo980853y

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Aldehydes are converted into (E)-alpha,beta-unsaturated carboxylic acids using C,O,O-tris(trimethylsilyl)-ketene acetal 1. This organosilicon reagent is easily generated from trimethylsilyl acetate, LDA, and chlorotrimethylsilane. The effectiveness of the reaction has been explored for a large variety of aldehydes with Lewis acids and fluorides as catalysts.

引用

页码：8785 / 8789

页数：5

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