Conjugate addition reactions of a (diethoxyphosphinoyl)difluoromethyl anion equivalent to acyclic and cyclic vinyl sulfones.

被引:26
作者
Blades, K [1 ]
Lapotre, D [1 ]
Percy, JM [1 ]
机构
[1] UNIV BIRMINGHAM,SCH CHEM,BIRMINGHAM B15 2TT,W MIDLANDS,ENGLAND
关键词
D O I
10.1016/S0040-4039(97)01313-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Cerium-mediated conjugate additions of (diethoxyphosphinoyl)difluoromethyllithium to cyclic vinyl sulfones proceeded smoothly; reduction afforded the products of formal alkylation, attaching the difluoromethylene phosphonate group to a secondary carbon atom. With acyclic vinyl sulfones, the addition was considerably less efficient and deprotonation competed with addition. Addition failed completely in the absence of cerium(III) chloride. (C) 1997 Elsevier Science Ltd.
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页码:5895 / 5898
页数:4
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