A new route to alpha-fluorovinylphosphonates utilizing Peterson olefination methodology

被引:46
作者
Waschbusch, R
Carran, J
Savignac, P
机构
[1] Heteroelements et Coord., URA CNRS 1499, Ecole Polytechnique
关键词
D O I
10.1016/0040-4020(96)00859-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Several alpha-fluorovinylphosphonates (6) have been synthesised from the Peterson olefination reaction applied to both aldehydes and ketones in conjunction with alpha-lithiated-alpha-fluoro-alpha-trimethylsilylmethylphosphonate (2). The reaction with aldehydes gives mainly the E-isomer whereas reaction with ketones gives mainly the Z-isomer. We propose a closed transition state to explain the results of our study. Copyright (C) 1996 Elsevier Science Ltd
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页码:14199 / 14216
页数:18
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