Highly selective C-silylation of fatty acid methyl esters

被引：9

作者：

El Kadib, A ^{[1
]}

Asgatay, S ^{[1
]}

Delpech, F ^{[1
]}

Castel, A ^{[1
]}

Rivère, P ^{[1
]}

机构：

[1] Univ Toulouse 3, CNRS, UMR 5069, Lab Heterochim Fondamentale & Appl, F-31062 Toulouse, France

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2005年 / 2005卷 / 21期

关键词：

silanes; fatty acid esters; silyl triflates; nucleophilic substitution; regioselectivity;

D O I：

10.1002/ejoc.200500150

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

New silylated saturated and unsaturated fatty acid methyl esters (FAMEs) possessing a hydrophobic frame and a hydrophilic core were prepared. C-silylations of the ester group were achieved either by treating FAMEs with various alkyl-and chlorosilyl triflates or by subjecting various chlorosilanes to reaction with the corresponding FAME lithium enolates. Both routes led to the exclusive formation of one isomer identified as the C-silylated form on the basis of the analytical results.

引用

页码：4699 / 4704

页数：6

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