319. F. Romanov-Michailidis, L. Guénée, A. Alexakis,
     “Enantioselective Organocatalytic Fluorination-Induced Wagner-Meerwein Rearrangement”
     Angew. Chem. Int. Ed. 2013, 52, 9266-9270.

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.

DOI : 10.1002/anie.201303527 

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