Alice J. C. Wahart
Tandem One-Pot Biocatalytic Oxidation and Wittig Reaction in Water
Wahart, Alice J. C.; Beardmore, Liam N. D.; Field, Robert A.; Cosgrove, Sebastian C.; Miller, Gavin J.
Authors
Liam N. D. Beardmore
Robert A. Field
Sebastian Cosgrove s.cosgrove@keele.ac.uk
Gavin Miller g.j.miller@keele.ac.uk
Abstract
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, S-methyl, and alkynyl groups. Following this, we extend capability and deliver a practicable milligram-scale one-pot Wittig reaction in water.
Citation
Wahart, A. J. C., Beardmore, L. N. D., Field, R. A., Cosgrove, S. C., & Miller, G. J. (in press). Tandem One-Pot Biocatalytic Oxidation and Wittig Reaction in Water. Organic Letters, 26(31), 6642-6646. https://doi.org/10.1021/acs.orglett.4c02201
Journal Article Type | Letter |
---|---|
Acceptance Date | Jul 23, 2024 |
Online Publication Date | Jul 29, 2024 |
Deposit Date | Aug 12, 2024 |
Journal | Organic Letters |
Print ISSN | 1523-7060 |
Publisher | American Chemical Society |
Peer Reviewed | Peer Reviewed |
Volume | 26 |
Issue | 31 |
Pages | 6642-6646 |
DOI | https://doi.org/10.1021/acs.orglett.4c02201 |
Keywords | Alcohols Aldehydes Alkyls Hydrocarbons Organic reactions |
Public URL | https://keele-repository.worktribe.com/output/883352 |
Publisher URL | https://pubs.acs.org/doi/10.1021/acs.orglett.4c02201 |
You might also like
Frontispiece: Reaching New Biocatalytic Reactivity Using Continuous Flow Reactors
(2022)
Journal Article
Advances in biocatalytic and chemoenzymatic synthesis of nucleoside analogues.
(2022)
Journal Article
Oxidase enzymes as sustainable oxidation catalysts
(2022)
Journal Article
Reaching new biocatalytic reactivity using continuous flow reactors
(2021)
Journal Article
Downloadable Citations
About Keele Repository
Administrator e-mail: research.openaccess@keele.ac.uk
This application uses the following open-source libraries:
SheetJS Community Edition
Apache License Version 2.0 (http://www.apache.org/licenses/)
PDF.js
Apache License Version 2.0 (http://www.apache.org/licenses/)
Font Awesome
SIL OFL 1.1 (http://scripts.sil.org/OFL)
MIT License (http://opensource.org/licenses/mit-license.html)
CC BY 3.0 ( http://creativecommons.org/licenses/by/3.0/)
Powered by Worktribe © 2025
Advanced Search