Arylboronic Acid-Catalyzed Racemization of Secondary and Tertiary Alcohols.

ABSTRACT: The use of 2-carboxyphenylboronic acid (5 mol %) and oxalic acid (10 mol %) with 2-butanone as a solvent for the racemization of a range of enantiomerically pure secondary and tertiary alcohols is demonstrated. The process is postulated to proceed via reversible Brønsted acid-catalyzed C-O bond cleavage through an achiral carbocation intermediate.

SUBMITTER: Boyce GR 

PROVIDER: S-EPMC9552221 | biostudies-literature | 2022 Oct

REPOSITORIES: biostudies-literature