Web Release Date: November 11,
Enantioselective Synthesis of
-Aryl--butyrolactones by Sequential
Asymmetric Epoxidation, Ring Expansion, and
Baeyer-Villiger Oxidation
Department of Chemistry, Colorado State University, Fort Collins, Colorado 80523 yian@lamar.colostate.edu
Received June 28, 2006
Abstract:
 |
-butyrolactones, using the N-tolyl-substituted oxazolidinone-containing ketone as catalyst and Oxone as oxidant via a
sequential asymmetric epoxidation of benzylidenecyclopropanes, ring expansion, and Baeyer-Villiger oxidation. Up
to 91% ee was obtained. Optically active cyclobutanones can
also be obtained by suppressing the Baeyer-Villiger oxidation with use of more ketone catalyst and less Oxone.
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