文献类型：期刊文献

英文题名：Highly Diastereo- and Enantioselective Synthesis of 5-Substituted 3-Pyrrolidin-2-ones: Vinylogous Michael Addition under Multifunctional Catalysis

作者：Huang, Huicai[1];Jin, Zhichao[1];Zhu, Kailong[1];Liang, Xinmiao[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：2011

卷号：50

期号：14

起止页码：3232

外文期刊名：ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

收录：;EI(收录号：20111313874051);WOS:【SCI-EXPANDED(收录号:WOS:000288796600021)，CCR-EXPANDED(收录号:WOS:000288796600021)】；

基金：This work was supported by the Innovation Program of Shanghai Municipal Education Commission (11ZZ56), the National Natural Science Foundation of China (20902018), the Shanghai Pujiang Program (08J1403300), the Fundamental Research Funds for the Central Universities, and 111 project (B07023).

语种：英文

外文关键词：asymmetric catalysis; ketones; Michael addition; organocatalysis; synthetic methods

摘要：A direct line: A direct organocatalytic asymmetric vinylogous Michael addition of α,β-unsaturated γ-butyrolactams with α,β-unsaturated ketones has been developed (see scheme; Boc=tert-butoxycarbonyl, Trp=tryptophan, Ts=4-toluenesulfonyl). The resulting Michael products, 5-substituted 3-pyrrolidin-2-ones, could be obtained in excellent yields with excellent enantio-and diastereoselectivity. Copyright ? 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.