文献类型：期刊文献

英文题名：Enantioselective Rhodium-Catalyzed Addition of Arylboroxines to N-Unprotected Ketimines: Efficient Synthesis of Cipargamin

作者：Zhu, Jinbin[1];Huang, Linwei[1];Dong, Wei[2];Li, Naikai[2];Yu, Xingxin[1];Deng, Wei-Ping[1,2];Tang, Wenjun[1,2]

机构：[1]East China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab New Drug Design, 130 Mei Long Rd, Shanghai 200237, Peoples R China;[2]Chinese Acad Sci, Shanghai Inst Organ Chem, Ctr Excellence Mol Synth, State Key Lab Bioorgan & Nat Prod Chem, 345 Ling Ling Rd, Shanghai 200032, Peoples R China

年份：2019

卷号：58

期号：45

起止页码：16119

外文期刊名：ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

收录：;EI(收录号：20194407595042);WOS:【SCI-EXPANDED(收录号:WOS:000502886200027)，CCR-EXPANDED(收录号:WOS:000502886200027)】；

基金：We are grateful to the Strategic Priority Research Program of the Chinese Academy of Sciences XDB20000000, CAS (QYZDY-SSW-SLH029), NSFC (21725205, 21432007, 21572246),STCSM-18520712200, and K.C. Wong Education Foundation.

语种：英文

外文关键词：asymmetric catalysis; enantioselectivity; ketimines; Pligands; rhodium

摘要：Highly enantioselective rhodium-catalyzed addition of arylboroxines to N-unprotected ketimines is realized for the first time by employing chiral BIBOP-type ligands with a Rh loading as low as 1 mol%. A range of chiral alpha-trifluoromethyl-alpha,alpha-diaryl alpha-tertiary amines or 3-amino-3-aryloxindoles were formed with excellent ee values and yields by employing either WingPhos or PFBO-BIBOP as the ligand. The method has enabled an efficient enantioselective synthesis of cipargamin.