A Convenient Method for the Lewis Base-catalyzed Synthesis of α,β-Unsaturated Carboxylic Esters Using Trimethylsilylketene Ethyl Trimethylsilyl Acetal and Carbonyl Compounds

A Convenient Method for the Lewis Base-catalyzed Synthesis of α,β-Unsaturated Carboxylic Esters Using Trimethylsilylketene Ethyl Trimethylsilyl Acetal and Carbonyl Compounds
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DOI:
10.1246/cl.2008.704
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发表时间:
2008-05
期刊:
影响因子:
1.6
通讯作者:
M. Michida;T. Mukaiyama
M. Michida;T. Mukaiyama
中科院分区:
化学4区
文献类型:
--
作者:
M. Michida;T. Mukaiyama

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建立了在刘易斯碱催化剂如乙酸盐存在下,使用三甲基甲硅烷基β烯乙基三甲基甲硅烷基缩醛由各种羰基化合物合成α,β-不饱和羧酸酯的高度有用的方法。该方法在温和的条件下以高收率得到相应的酯,具有优异的E立体选择性。
A highly useful method for the synthesis of α,β-unsaturated carboxylic esters from various carbonyl compounds that uses trimethylsilylbetene ethyl trimethylsilyl acetal in the presence of a Lewis base catalyst such as acetate salts was established. This procedure gives the corresponding esters in high yields with excellent E stereoselectivity under mild conditions.