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
收藏
页码：4699 / 4704
页数：6
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