Tandem One-Pot Biocatalytic Oxidation and Wittig Reaction in Water.

Org Lett

School of Chemical and Physical Sciences and Centre for Glycoscience, Keele University, Keele, Staffordshire ST5 5BG, U.K.

Published: August 2024

We explore biocatalytic aldehyde generation under aqueous conditions, concomitantly delivering access to a one-pot Wittig reaction using stabilized phosphoranes and granting diverse alkene products. Using a recombinant choline oxidase mutant, we first undertake biocatalytic alcohol oxidation across a range of functional aliphatic primary alcohols, demonstrating a remarkable substrate tolerance for this enzyme, including chloride, bromide, azide, -methyl, and alkynyl groups. Following this, we extend capability and deliver a practicable milligram-scale one-pot Wittig reaction in water.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC11320638PMC
http://dx.doi.org/10.1021/acs.orglett.4c02201DOI Listing

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