A highly stereoselective hydrogen-bond-mediated Michael-Michael cascade process through dynamic kinetic resolution

被引:168
作者
Wang, Jian [1 ]
Xie, Hexin [1 ]
Li, Hao [1 ]
Zu, Liansuo [1 ]
Wang, Wei [1 ]
机构
[1] Univ New Mexico, Dept Chem & Biol Chem, Albuquerque, NM 87131 USA
关键词
cascade reactions; kinetic dynamic resolution; Michael addition; organocatalysis;
D O I
10.1002/anie.200800381
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Oh Mickey, you're so fine: The title reaction, which is efficiently catalyzed by a cinchona alkaloid thioure affords direct access to thiochromanes in high efficiency. The reaction features a new activation mode of organocatalytic dynamic kinetic resolution involving a Michael-retro-Michael-Michael-Michael cascade. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:4177 / 4179
页数:3
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