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Base-Promoted Ring-Opening Hydroxylation of Cyclic Sulfonium Salts

Ziyu Wang, Zeyu Shao, Cheng Wang, Jian Wen

2024The Journal of Organic Chemistry24 citationsDOI

Abstract

Herein, we reported a general strategy for the synthesis of sulfur-containing primary alcohol derivatives by base-promoted ring-opening hydroxylation of cyclic sulfonium salts. A variety of sulfonium salts were successfully transformed into the desired hydroxylated products in moderate to excellent yields with good functional group tolerance. Moreover, the one-pot synthesis, scale-up reaction, and late-stage functionalization of complex molecules demonstrated the practicability of this synthetic protocol in the field of synthetic chemistry.

Topics & Concepts

SulfoniumHydroxylationChemistryRing (chemistry)Base (topology)SulfurAlcoholCombinatorial chemistryOrganic chemistryFunctional groupMoleculeSalt (chemistry)PolymerMathematical analysisMathematicsEnzymeSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions
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