Halogenated butyrolactones from the biomass-derived synthon levoglucosenone.

ABSTRACT: Halogenated butyrolactones are found in a variety of bioactive materials and used for the construction of nucleoside analogues. Short procedures for their synthesis have been developed starting with levoglucosenone, which can be obtained in a single step from the pyrolysis of acid-treated cellulose. The processes use inexpensive reagents for the stereoselective C3 functionalization of the bicyclic ring system, with a subsequent Baeyer-Villiger oxidation affording the fluorinated, chlorinated, and brominated dideoxyribonolactones.

SUBMITTER: Puschnig J 

PROVIDER: S-EPMC12581009 | biostudies-literature | 2025

REPOSITORIES: biostudies-literature