Mild and selective boronic acid catalyzed 1,3-transposition of allylic alcohols and Meyer–Schuster rearrangement of propargylic alcohols
作者： Hongchao Zheng , Michal Lejkowski , Dennis G. Hall
DOI: 10.1039/C1SC00140J
关键词:
摘要: Boronic acid catalysis (BAC) was applied to the 1,3-transposition of allylic alcohols and related Meyer–Schuster rearrangement propargylic using highly electron deficient polyfluoroarylboronic acids as catalysts under mild metal-free conditions. A wide range synthetically useful products are formed in E : Z selectivities superior that metal-catalyzed methods. mechanism is proposed involving partial or full ionization into an (or propargylic) carbocation, additional possibilities for multicatalytic tandem reactions exemplified.
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