文献类型：期刊文献

英文题名：Organocatalytic asymmetric [3+3] annulation of isatin N,N′-cyclic azomethine imines with enals: Efficient approach to functionalized spiro N-heterocyclic oxindoles

作者：Gu, Boqi[2];Wu, Shuxiao[2];Xu, Hui[2];Yang, Wulin[2];Liu, Zhixiang[1];Deng, Weiping[1,2]

机构：[1]Zhejiang Chinese Med Univ, Coll Pharmaceut Sci, Hangzhou 310053, Peoples R China;[2]East China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab New Drug Design, Shanghai 200237, Peoples R China

年份：2021

卷号：32

期号：2

起止页码：672

外文期刊名：CHINESE CHEMICAL LETTERS

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000635538300012)】；

基金：This work is supported by the National Natural Science Foundation of China (No. 21572053) and Opening Project of Zhejiang Provincial Preponderant and Characteristic Subject of Key University (Traditional Chinese Pharmacology), Zhejiang Chinese Medical University (No. ZYAOX2018029).

语种：英文

外文关键词：Chiral secondary amine; [3+3] Annulation; Azomethine imines; Spiro N-heterocyclic oxindole; Asymmetric synthesis

摘要：An unprecedented chiral secondary amine-catalyzed [3 + 3] annulation of isatin N,N'-cyclic azomethine imines with alpha,beta-unsaturated aldehydes was developed. This strategy allowed the construction of structurally novel spiro N-heterocyclic oxindole derivatives in good yields (up to 91%) and good to excellent enantioselectivities (up to >99% ee), albeit with modest diastereoselectivities (up to 3.1:1 dr). (C) 2020 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.