Enantioselective Rhodium‐Catalyzed Addition of Arylboroxines to N‐Unprotected Ketimines: Efficient Synthesis of Cipargamin

作     者：Jinbin Zhu Linwei Huang Wei Dong Naikai Li Xingxin Yu Wei‐Ping Deng Wenjun Tang 

作者机构：Shanghai Key Laboratory of New Drug Design School of Pharmacy East China University of Science and Technology 130 Mei Long Rd Shanghai 200237 China State Key Laboratory of Bio-Organic and Natural Products Chemistry Center for Excellence in Molecular Synthesis Shanghai Institute of Organic Chemistry Chinese Academy of Sciences 345 Ling Ling Rd Shanghai 200032 China 

出 版 物：《Angewandte Chemie》 

年 卷 期：2019年第131卷第45期

学科分类：081704[工学-应用化学] 08[工学] 0817[工学-化学工程与技术] 

主　　题：Asymmetrische Katalyse Enantioselektivität Ketimine P-Liganden 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 α‐trifluoromethyl‐α,α‐diaryl α‐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.