Abstract

Abstract1‐Aryl‐2,2‐dichloro‐1‐alkanones were shown to rearrange with methyl magnesium iodide in ether under reflux into highly sterically hindered alkohols. The mechanism proceeds by a pseudo pinacol type rearrangement of the initially formed carbonyl adduct. The mechanism of the rearrangement was proven by the synthesis of authentic reaction intermediates. The rearrangement was also extended to 1‐aryl‐2,2‐dichloro‐1‐alkanols which behaved analogously towards methylmagnesium iodide.

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