Controlled semi-Pinacol rearrangement on a strained ring:Efficient access to multi-substituted cyclopropanes by group migration strategy
作者机构:Faulty of Chemistry and Life ScienceChangchun University of TechnologyChangchun 130012China
出 版 物:《Chinese Chemical Letters》 (中国化学快报(英文版))
年 卷 期:2024年第35卷第9期
页 面:135-139页
核心收录:
学科分类:081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学]
基 金:Financial support of this work from National Natural Science Foundation of China(No.21871045) startup funding from Changchun University of Technology
主 题:Cyclopropeneα-carbinols Electrophile addition Semi-Pinacol rearrangement Cyclopropane
摘 要:We describe a versatile electrophile addition/SPR sequence of readily available cyclopropyl carbinols that affords multi-substituted carbonylated cyclopropanes with high *** approach tolerates various heteroatom electrophiles,migration of carbon moiety of all possible hybridization states,facile ring reorganization and natural compound *** examples represent an unprecedented version of SPR wherein migration to a non-benzylic bulky tertiary carbo-cation is realized with promising enantiocontrol.