Tetrahedron letters

Enantioselective synthesis of 2-alkyl-2-aryl cyclopentanones by asymmetric epoxidation of tetrasubstituted cyclobutylidene olefins and epoxide rearrangement

YM Shen, B Wang, Y Shi

Index: Shen, Yu-Mei; Wang, Bin; Shi, Yian Tetrahedron Letters, 2006 , vol. 47, # 31 p. 5455 - 5458

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Citation Number: 31

Abstract

This letter describes a highly enantioselective epoxidation of tetrasubstituted benzylidenecyclobutanes using glucose-derived ketone as catalyst and oxone as oxidant. The Et2AlCl promoted rearrangement of the resulting epoxides provides 2-alkyl-2-aryl