摘要
（α-氟-α-乙氧羰基）甲基膦酸二乙酯在正丁基锂作用下，生成二乙氧膦酰基和乙氧羰基稳定的碳负离子；该碳负离子对全氟酸酐进行亲核取代反应得到全氟酰基膦酸酯；不需分离，直接用不同的Grignard试剂进攻原位产生的全氟酰基膦酸酯，立体选择性地合成以Z-式或E-式为主的β-全氟烷基-α-氟-α，β-不饱和酸酯，总产率为43％～80％.
Diethyl （α-fluoro-α-ethoxycarbonylmethylene） phosphonate was treated with n-butyllithium, the resulted carbanion stabilized by ethoxycarbonyl and diethoxyphosphonyl reacted with perfluoroalkanoic acid anhydride via nucleophilic substitution to afford perfluoroacylated phosphonate intermediate. The intermediate was attacked directly by Grignard reagents giving perfluoroalkylated α-fluoro-α, β-unsaturated esters4 in 43%～80% yields with dominantly Z-or E-stereoselectivity depending on the kinds of Grignard reagents.
出处
《湖南大学学报（自然科学版）》
EI
CAS
CSCD
北大核心
2006年第1期83-85,共3页
Journal of Hunan University:Natural Sciences
基金
国家自然基金资助项目(29972046)
湖南大学重点基金资助项目
