Abstract

AbstractDuring a synthesis of 3,5‐dithio‐glucofuranose, we discovered two interesting intramolecular displacement reactions involving thiolate sulfur on the one hand and a thiirane sulfur on the other. Both generated 3,6‐thiaanhydro structures. We solved the intramolecular displacement problem by using a 5‐S,6‐O‐isopropylidene protecting group and accomplished 3,5‐dithio‐glucofuranose synthesis in 9 % overall yield.

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