Enantioselective Organocatalytic Fluorination-Induced Wagner–Meerwein Rearrangement

Authors


  • The authors thank the Swiss National Research Foundation (Grant No. 200020-126663) and COST action CM0905 (SER Contract No. C11.0108) for financial support.

Abstract

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Cracked under strain: Strained allylic cyclobutanols and cyclopropanols readily undergo a ring expansion described by the title rearrangement. This reaction is promoted by catalytic amounts of 1 and displays high tolerance with respect to the substrate scope. The corresponding β-fluoro spiroketone products are isolated in high yields and with excellent stereoselectivities. EDG=electron-donating group, EWG=electron-withdrawing group.

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