Diastereo- and enantioselective tandem Michael addition and lactonization between silyl enolates and α,β-unsaturated ketones catalyzed by a chiral quaternary ammonium phenoxide

被引：11
|
作者：
Tozawa, Takashi
Yamane, Yoshinobu
Mukaiyama, Teruaki
机构：
[1] Kitasato Inst, Ctr Basic Res, Kita Ku, Tokyo 1140003, Japan
[2] Kitasato Univ, Inst Life Sci, Minato Ku, Tokyo 1088641, Japan
来源：
CHEMISTRY LETTERS | 2006年 / 35卷 / 04期
关键词：
D O I：
10.1246/cl.2006.360
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Diastereo- and enantioselective tandem Michael addition and lactonization between various silyl enolates derived from phenyl carboxylates and alpha,beta-unsaturated ketones were successfully carried out by using an efficient organic catalyst, a cinchonidine-derived chiral quaternary ammonium phenoxide. In this asymmetric tandem reaction, the corresponding trans-3,4-dihydropyran-2-ones were obtained in high yields with almost complete diastereoselectivities and good to excellent enantioselectivities.
引用
收藏
页码：360 / 361
页数：2
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