文献类型：期刊文献

英文题名：Amine-Promoted Asymmetric (4+2) Annulations for the Enantioselective Synthesis of Tetrahydropyridines: A Traceless and Recoverable Auxiliary Strategy

作者：Hu, Pengfei[1,2];Hu, Jian[1,2];Jiao, Jiajun[1,2];Tong, Xiaofeng[1,2]

机构：[1]E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China;[2]E China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China

年份：2013

卷号：52

期号：20

起止页码：5319

外文期刊名：ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

收录：;EI(收录号：20132016325881);WOS:【SCI-EXPANDED(收录号:WOS:000318370200021)，CCR-EXPANDED(收录号:WOS:000318370200021)】；

基金：We are grateful for financial support from NSFC (21002025 and 21272066), NCET (12-0851), the Fundamental Research Funds for the Central Universities, Shanghai Rising-Star Program (11A1401700), and Fok Ying-Tong Education Foundation for Young Teachers in the Higher Education Institutions of China (131011).

语种：英文

外文关键词：cycloaddition; dienamine; elimination; nucleophilic addition; tetrahydropyridine

摘要：Gone, without a trace: The in situ reaction of 2-(acetoxymethyl)buta-2,3- dienoate and a secondary amine produces a 2-methylene-3-oxobutanoate equivalent that can be used in asymmetric [4+2] annulations with N-tosylimines to provide tetrahydropyridines in good to excellent yields and enantioselectivities. The amine is easily recovered and acts as a traceless auxiliary. Copyright ? 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.