(Dynamic) Kinetic Resolution of Enamines/Imines: Enantioselective N-Heterocyclic Carbene Catalyzed [3+3] Annulation of Bromoenals and Enamines/Imines

被引：45
|
作者：
Chen, Kun-Quan [1 ,2 ]
Gao, Zhong-Hua [1 ]
Ye, Song [1 ,2 ]
机构：
[1] Chinese Acad Sci, CAS Key Lab Mol Recognit & Funct, CAS Res Educ Ctr Excellence Mol Sci, Beijing Natl Lab Mol Sci,Inst Chem, Beijing 100190, Peoples R China
[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2019年 / 58卷 / 04期
基金：
中国国家自然科学基金;
关键词：
annulations; heterocycles; kinetic resolution; N-heterocyclic carbene; organocatalysis; ASYMMETRIC TRANSFER HYDROGENATION; STEREOSELECTIVE-SYNTHESIS; 1,3-DICARBONYL COMPOUNDS; ALKYNYL ALDEHYDES; ESTERS; ACTIVATION; DIHYDROPYRIDINONES; REARRANGEMENT; 2-BROMOENALS; RECEPTOR;
D O I：
10.1002/anie.201813047
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The enantioselective N-heterocyclic carbene catalyzed [3+3] annulation of alpha-bromoenals by dynamic kinetic resolution (DKR) of enamines and normal resolution of alpha,alpha-disubstituted imines were developed. The corresponding substituted dihydropyridones were isolated in good yields with excellent diastereo- and enantioselectivities, and a high selective factor (up to 83) was realized for the resolution of alpha,alpha-disubstituted imines.
引用
收藏
页码：1183 / 1187
页数：5
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