Reaction of a cyclic oxosulfonium ylide with acetates of the Baylis-Hillman adducts: Tandem Michael-intramolecular Corey-Chaykovsky reactions

被引：20

作者：

Akiyama, H

Fujimoto, T ^{[1
]}

Ohshima, K

Hoshino, K

Yamamoto, I

Iriye, R

机构：

[1] Shinshu Univ, Fac Text Sci & Technol, Dept Funct Polymer Sci, Ueda, Nagano 3868567, Japan

[2] Shinshu Univ, Fac Agr, Dept Biosci & Biotechnol, Nagano 3994598, Japan

来源：

ORGANIC LETTERS | 1999年 / 1卷 / 03期

关键词：

D O I：

10.1021/ol990069f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The reaction of the five-membered cyclic oxosulfonium ylide 2 with alpha-methylene-beta-acetoxy ketones in the presence of two equimolar amounts of base afforded the cycloheptene oxide derivatives with stereoselectivity in 19-74% yield via a Michael-type addition of the ylide followed by elimination of the acetoxy group and an intramolecular Corey-Chaykovsky reaction.

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收藏

页码：427 / 430

页数：4

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