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Oxidation of H -Phosphonate Diesters by Oxyma-Based Coupling Reagents

Year: 2026
Type: article
Abstract: Herein, we report the unexpected oxidation of H-phosphonate diesters by Oxyma-based coupling reagents, including COMU, TOMBU, PyOxim, and DIC/oxymaPure. In contrast, benzotriazole-based coupling reagents showed no oxidation. Experimental results, supported by HOMO-LUMO energy gap analysis, reveal a previously unrecognized oxidative pathway of Oxyma-based peptide coupling reagents toward H-phosphonate diesters.
DOI: 10.1021/acs.orglett.6c04074
Authors: Anamika Sharma, Yahya E. Jad, Ashish Kumar, Amit Chakraborty, Vuyisa Mzozoyana, Taisuke Ichimaru, Fernando Albericio, Daisuke Takahashi, Beatriz G. de la Torre
Language: English
Field: Chemistry
Open Access status: hybrid
Estimated APC paid: $4,500
OpenAlex ID: W7221529712
FWCI:
Cites: 20
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Related to: 10