PREPARATION OF SILYL ENOL ETHERS DERIVED FROM ALPHA-PHENYLSELENO ALDEHYDES AND ALPHA-PHENYLSELENO KETONES

被引:12
|
作者
PONTHIEUX, S [1 ]
OUTURQUIN, F [1 ]
PAULMIER, C [1 ]
机构
[1] UNIV ROUEN,UFR SCI,IRCOF,SYNTH HETEROORGAN LAB,F-76821 MONT ST AIGNAN,FRANCE
关键词
D O I
10.1016/0040-4020(95)00532-D
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The best experimental conditions for the preparation of trimethylsilyl enol ethers 3 from alpha-phenylseleno aldehydes 1, compatible with a limited deselenenylation of the substrate, were studied. Starting from alpha-phenylseleno ketones 2, the enoxysilanes 4, bearing a vinylic PhSe group, are the major products when triethylamine is the base. Trimethylsilyl enol ethers 5 with an allylic PhSe group are also formed beside 4 when LDA or KH are used at lower temperatures.
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页码:9569 / 9580
页数:12
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