文献类型：期刊文献

英文题名：Direct Catalytic Asymmetric Doubly Vinylogous Michael Addition of α,β-Unsaturated γ-Butyrolactams to Dienones

作者：Gu, Xiaodong[1];Guo, Tingting[1];Dai, Yuanyuan[1];Franchino, Allegra[2];Fei, Jie[1];Zou, Chuncheng[1];Dixon, Darren J.[2];Ye, Jinxing[1]

机构：[1]E China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab New Drug Design, Engn Res Ctr Pharmaceut Proc Chem,Minist Educ, Shanghai 200237, Peoples R China;[2]Univ Oxford, Dept Chem, Chem Res Lab, Oxford OX1 3TA, England

年份：2015

卷号：54

期号：35

起止页码：10249

外文期刊名：ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

收录：;EI(收录号：20152901038911);WOS:【SCI-EXPANDED(收录号:WOS:000360216800033)，CCR-EXPANDED(收录号:WOS:000360216800033)】；

基金：This work was supported by the National Natural Science Foundation of China (21272068), the Program for New Century Excellent Talents in University (NCET-13-0800), the Fundamental Research Funds for the Central Universities, and the European Union's Seventh Framework Programme (A.F., FP7/2007-2013, grant 316955).

语种：英文

外文关键词：asymmetric catalysis; conjugation; cyclizations; nucleophilic addition; organocatalysis

摘要：An asymmetric doubly vinylogous Michael addition (DVMA) of alpha,beta-unsaturated gamma-butyrolactams to sterically congested beta-substituted cyclic dienones with high site-, diastereo-, and enantioselectivity has been achieved. An unprecedented DVMA/vinylogous Michael addition/isomerization cascade reaction affords chiral fused tricyclic gamma-lactams with four newly formed stereocenters.