首页|Controlled semi-Pinacol rearrangement on a strained ring:Efficient access to multi-substituted cyclopropanes by group migration strategy
Controlled semi-Pinacol rearrangement on a strained ring:Efficient access to multi-substituted cyclopropanes by group migration strategy
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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 ver-sion of SPR wherein migration to a non-benzylic bulky tertiary carbo-cation is realized with promising enantiocontrol.