Controlled semi-Pinacol rearrangement on a strained ring:Efficient access to multi-substituted cyclopropanes by group migration strategy  

作　　者：Wenyu Gao Liming Zhang Chuang Zhao Lixiang Liu Xingran Yang Jinbo Zhao 

机构地区：[1]Faulty of Chemistry and Life Science,Changchun University of Technology,Changchun 130012,China

出　　处：《Chinese Chemical Letters》2024年第9期135-139,共5页中国化学快报（英文版）

基　　金：Financial support of this work from National Natural Science Foundation of China(No.21871045);startup funding from Changchun University of Technology。

摘　　要：We describe a versatile electrophile addition/SPR sequence of readily available cyclopropyl carbinols that affords multi-substituted carbonylated cyclopropanes with high stereo-fidelity.This approach tolerates various heteroatom electrophiles,migration of carbon moiety of all possible hybridization states,facile ring reorganization and natural compound valorization.The examples represent an unprecedented version of SPR wherein migration to a non-benzylic bulky tertiary carbo-cation is realized with promising enantiocontrol.

关 键 词：Cyclopropeneα-carbinols Electrophile addition Semi-Pinacol rearrangement CYCLOPROPANE 

分 类 号：TQ223.26[化学工程—有机化工]