An efficient synthesis of 3,4-dihydropyran-2-one derivatives by Lewis base-catalyzed tandem Michael addition and lactonization

被引:19
|
作者
Tozawa, T
Fujisawa, H
Mukaiyama, T
机构
[1] Kitasato Inst, TCI, Ctr Basic Res, Kita Ku, Tokyo 114003, Japan
[2] Kitasato Univ, Kitasato Inst Life Sci, Minato Ku, Tokyo 1088641, Japan
关键词
D O I
10.1246/cl.2004.1454
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A convenient one-pot preparation of 3,4-dihydropyran-2-one derivatives by Michael addition of silyl enolate derived from phenyl ester with alpha,beta-unsaturated ketones in the presence of a Lewis base catalyst such as tetrabutylammonium phenoxide was developed. In this catalytic cycle, 3,4-dihydropyran-2-ones were produced in good to excellent yields via intramolecular cyclization of in situ formed Michael-adducts.
引用
收藏
页码:1454 / 1455
页数:2
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