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

ZJ Witczak, P Kaplon, M Kolodziej

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

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被引用次数: 13

摘要

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.