Synthesis of highly functionalized chiral cyclopentanes by catalytic enantio- and diastereoselective double Michael addition reactions

被引:119
|
作者
Zu, Liansuo
Li, Hao
Xie, Hexin
Wang, Jian
Jiang, Wei
Tang, Yun
Wang, Wei
机构
[1] Univ New Mexico, Dept Chem, Albuquerque, NM 87131 USA
[2] E China Univ Sci & Technol, Dept Med Chem, Sch Pharm, Shanghai 200237, Peoples R China
关键词
aldehydes; cyclopentanes; domino reactions; Michael addition; organocatalysis;
D O I
10.1002/anie.200700485
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Do a double take: A novel highly enantio-and diastereoselective cascade double Michael reaction, in which two C-C bonds and three contiguous stereogenic centers are formed, has been developed. The one-pot process, which was efficiently catalyzed by the chiral diphenylprolinyl trimethylsilyl (TMS) ether, is a facile approach to synthetically useful chiral cyclopentanes (see scheme). © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:3732 / 3734
页数:3
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