pH-controlled regioselective nucleophilic ring-opening of epoxide: an improved process for the preparation of (R)-(?)- or (S)-(+)-3-hydroxytetrahydrofuran?

Organic & Biomolecular Chemistry Pub Date: 2022-08-08 DOI: 10.1039/D2OB01314B

Abstract

An environmentally benign, cost-effective and scalable process for the preparation of both the enantiomers of 3-hydroxytetrahydrofuran has been developed. pH-Controlled ring opening of enantiomerically pure epichlorohydrins with cyanohydrin is the key step of the process. The entire protocol does not require any column purification.

Graphical abstract: pH-controlled regioselective nucleophilic ring-opening of epoxide: an improved process for the preparation of (R)-(?)- or (S)-(+)-3-hydroxytetrahydrofuran
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