New Carbohydrate-Derived S,S-Dioxothiochroman Derivatives and Their Unexpected Easy Epimerization at the Anomeric Position

Abstract

An efficient and stereoselective procedure is developed for high-yield preparation of novel S,S-dioxothiochroman carbohydrate derivatives 5a–e from their corresponding sulfone epimers 3a–e via anomeric epimerization in the presence of sodium hydride.

Keywords:

• Dioxothiochroman
• Epimerization
• Sulfone

ACKNOWLEDGMENT

We thank the University of Johannesburg for financial support.