A Simple and Efficient New Glycal Synthesis

Fürstner, Alois; Weidmann, Hans

doi:10.1080/07328308808058944

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A Simple and Efficient New Glycal Synthesis

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Fürstner, A., & Weidmann, H. (1988). A Simple and Efficient New Glycal Synthesis. Journal of Carbohydrate Chemistry, 7(4), 773-783. doi:10.1080/07328308808058944.

Cite as: https://hdl.handle.net/11858/00-001M-0000-0010-25A5-B

Abstract

Potassium-graphite laminate (C₈K) in oxolane almost instantaneously converts O-alkyl and O-alkylidene pyranosyl and furanosyl chlorides under extremely mild conditions and in high yields into pyranoid and furanoid glycals, which in the presence of an additional mole of C₈K, are efficiently O-alkylated or O-silylated in easily conducted one-pot reactions.