Tetrahedron Letters

Oxidative rearrangement of 2-furylcarbamates with dimethyldioxirane: a high-yielding preparation of 5-hydroxypyrrol-2 (5H)-ones

J Boukouvalas, RP Loach, E Ouellet

Index: Boukouvalas, John; Loach, Richard P.; Ouellet, Etienne Tetrahedron Letters, 2011 , vol. 52, # 39 p. 5047 - 5050

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Citation Number: 17

Abstract

A mild, general and efficient method for the oxidative rearrangement of 2-furylcarbamates to N-Boc-5-hydroxypyrrol-2 (5H)-ones is reported. The feasibility of removing the Boc group from the products was demonstrated by the synthesis of two hitherto unknown 5-aryl-5- hydroxypyrrol-2 (5H)-ones.