Stereoselective synthesis of substituted 2-(diethylphosphonyl)-4-(trimethylsilyl)buta-1,3-dienes

被引：0
|
作者：
Chevalier, F [1 ]
Al-Badri, H [1 ]
Collignon, N [1 ]
机构：
[1] Equipe Heterochim Organ, IRCOF, UPRES A 6014 CNRS, F-76131 Mt St Aignan, France
来源：
BULLETIN DE LA SOCIETE CHIMIQUE DE FRANCE | 1997年 / 134卷 / 8-9期
关键词：
lithiated diethyl 3-(trimethylsilyl)prop-1-enylphosphonate; aldolization; dehydration; phosphorylation-elimination; 2-(diethylphosphonyl)-4-(trimethylsilyl)buta-1,3-dienes; (E; E)-stereoselectivity;
D O I：
暂无
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
The lithiated derivative of diethyl 3-(tlimethylsilyl)prop-1-enylphosphonate 1 added easily, but with a poor diastereoselectivity, to various aldehydes leading to alcohols 5, whose dehydration under neutral conditions gave the title dienes 7 as stereomeric mixtures. Noticeable improvement in the (E,E)-stereoselective access to the dienes 7 was achieved by using a one-pot procedure, which combined the above aldolization reaction with a phosphorylation-elimination sequence.
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页码：801 / 807
页数：7
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