Combining Photocatalytic Oxidation of β-Chlorohydrins with Carbonyl Bioreduction in a Deracemization Approach.

ABSTRACT: Enantiopure β-chlorohydrins are valuable intermediates in organic synthesis, acting as chiral building blocks for obtaining biologically active compounds. This work presents a one-pot two-step linear sequence for the efficient deracemization of β-chlorohydrins by combining a photocatalytic alcohol oxidation with a stereoselective carbonyl bioreduction using alcohol dehydrogenases. Despite the thermodynamic challenges of the oxidation step for this family of substrates, three efficient photochemical conditions under white light irradiation are found using catalytic 2,4,6-triphenylpyrylium tetrafluoroborate or 2,3-dichloro-5,6-dicyano-1,4-benzoquinone in this case in stoichiometric or by in situ regeneration of the catalyst. In addition, its sunlight-driven applicability and its implementati

SUBMITTER: Filgueira S 

PROVIDER: S-EPMC12302324 | biostudies-literature | 2025 Jul

REPOSITORIES: biostudies-literature