A new approach to isolevoglucosenone via the 2, 3-sigmatropic rearrangement of an allylic selenide

ZJ Witczak, P Kaplon, M Kolodziej

Index: Witczak, Zbigniew J.; Kaplon, Peter; Kolodziej, Mark Journal of Carbohydrate Chemistry, 2002 , vol. 21, # 1-2 p. 143 - 148

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Citation Number: 13

Abstract

A convenient method is described for the synthesis of isolevoglucosenone 5, via allylic selenide 3, and its rearrangement to allylic alcohol 4, followed by oxidation with manganese oxide. Isolevoglucosenone 5, is produced in 62% overall yield.

~89%

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