C-PHOSPHORYLATION OF ENOLATES - AN ALTERNATE ROUTE TO COMPLEX CARBONYL-ACTIVATED PHOSPHONATES

被引:24
作者
BOECKMAN, RK
KAMENECKA, TM
NELSON, SG
PRUITT, JR
BARTA, TE
机构
[1] Department of Chemistry University of Rochester, Rochester
关键词
D O I
10.1016/S0040-4039(00)78790-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A one-pot two-step phosphorylation procedure is described which is suitable for the preparation of thermally labile or highly substituted dialkyl phosphonates for use in Horner-Emmons olefinations. Such systems are not readily available using the traditional methods such as the Arbuzov reaction or acylation of dialkyl phosphonate carbanions. Reaction of dioxinone lithium enolates with diethyl chlorophosphite followed by oxidation provide the desired phosphonates in good to excellent yields and conversions.
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页码:2581 / 2584
页数:4
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