氯乙酸酯和α-氯代乙酰胺烯醇化物共轭加成产生的碳负离子引发的环氧硅烷重排：官能化环丙烷衍生物的形成
Epoxysilane rearrangement induced by a carbanion generated by conjugate addition of enolates of chloroacetate and alpha-chloroacetamides: formation of functionalized cyclopropane derivatives.
作者信息
Okamoto Noriko, Sasaki Michiko, Kawahata Masatoshi, Yamaguchi Kentaro, Takeda Kei
机构信息
Department of Synthetic Organic Chemistry, Graduate School of Medical Sciences, Hiroshima University, 1-2-3 Kasumi, Minami-Ku, Hiroshima 734-8553, Japan.
出版信息
Org Lett. 2006 Apr 27;8(9):1889-91. doi: 10.1021/ol060469k.
PMID:16623577
Abstract
[reaction: see text] Reaction of an enoate bearing an epoxysilane moiety at the alpha-position with lithium enolate of 2-chloroacetamide afforded highly functionalized cyclopropane derivatives via a tandem process that involves Michael addition, ring opening of the epoxide, Brook rearrangement, and intramolecular alkylation.
摘要
[反应：见正文] 在α-位带有环氧硅烷部分的烯酸酯与2-氯乙酰胺的烯醇锂反应，通过包括迈克尔加成、环氧化物开环、布鲁克重排和分子内烷基化的串联过程，得到了高度官能化的环丙烷衍生物。
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