文献类型：期刊文献

英文题名：Asymmetric Intramolecular Oxa-Michael Reactions of Cyclohexadienones Catalyzed by a Primary Amine Salt

作者：Wu, Wenbin[1];Li, Xin[1];Huang, Huicai[1];Yuan, Xiaoqian[1];Lu, Junzhu[1];Zhu, Kailong[1];Ye, Jinxing[1]

机构：[1]E China Univ Sci & Technol, Engn Res Ctr Pharmaceut Proc Chem, Minist Educ, Sch Pharm, Shanghai 200237, Peoples R China

年份：2013

卷号：52

期号：6

起止页码：1743

外文期刊名：ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

收录：;EI(收录号：20130716009094);WOS:【SCI-EXPANDED(收录号:WOS:000314650600024)，CCR-EXPANDED(收录号:WOS:000314650600024)】；

基金：This work was supported by the Innovation Program of Shanghai Municipal Education Commission (11ZZ56), the National Natural Science Foundation of China (21272068), the Fundamental Research Funds for the Central Universities, and the Shanghai Committee of Science and Technology (11DZ2260600).

语种：英文

外文关键词：asymmetric catalysis; cyclohexadienones; iminium activation; Michael addition; primary amine salt

摘要：Michael brings the rings: An asymmetric intramolecular oxa-Michael reaction involving iminium activation has been developed. This reaction provides enantioenriched 1,4-dioxane derivatives with up to 99 % yield and 98 % ee. The method allows for concise and stereoselective access to stereodiverse, complex tetracyclic compounds containing a bicyclo[2.2.2]octan-2-one backbone with multiple chiral centers. Copyright ? 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.