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Wahart, Alice J. C., Beardmore, Liam N. D., Field, Robert A. 
ORCID: https://orcid.org/0000-0001-8574-0275, Cosgrove, Sebastian C. and Miller, Gavin J.
(2024)
Tandem one-pot biocatalytic oxidation and Wittig reaction in water.
Organic Letters, 26 (31).
pp. 6642-6646.
ISSN 1523-7060
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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.
| Item Type: | Article |
|---|---|
| Additional Information: | Data Availability Statement: The data underlying this study are available in the published article and its Supporting Information. Funding Information: UK Research and Innovation (UKRI) (Future Leaders Fellowship, MR/T019522/1) is thanked for project grant funding to G.J.M. Keele University is thanked for Ph.D. funding to A.J.C.W. and L.N.D.B. We also thank the EPSRC UK National Mass Spectrometry Facility (NMSF) at Swansea University. |
| Uncontrolled Keywords: | biochemistry,physical and theoretical chemistry,organic chemistry ,/dk/atira/pure/subjectarea/asjc/1300/1303 |
| Faculty \ School: | Faculty of Science > School of Chemistry, Pharmacy and Pharmacology |
| Related URLs: | |
| Depositing User: | LivePure Connector |
| Date Deposited: | 03 Sep 2024 09:36 |
| Last Modified: | 03 Nov 2024 00:54 |
| URI: | https://ueaeprints.uea.ac.uk/id/eprint/96457 |
| DOI: | 10.1021/acs.orglett.4c02201 |
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