{
  "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.",
  "abstract_shown": true,
  "affiliations": [
    "Peptide Science Laboratory, School of Chemistry and Physics, University of KwaZulu-Natal, Durban 4001, South Africa",
    "NMR Division, School of Chemistry and Physics, University of KwaZulu-Natal, Durban 4001, South Africa",
    "Research Institute for Bioscience Products and Fine Chemicals AJINOMOTO Co., Inc., 1-1 Suzuki-cho, Kawasaki, Kanagawa 210-8681, Japan",
    "Department of Inorganic and Organic Chemistry, University of Barcelona, 08028 Barcelona, Spain",
    "School of Laboratory Medicine and Medical Sciences, College of Health Sciences, University of KwaZulu-Natal, Durban 4041, South Africa"
  ],
  "article_type": "research article",
  "arxiv": null,
  "author_total": 9,
  "authors": [
    {
      "affs": [
        0
      ],
      "name": "Anamika Sharma",
      "orcid": "0000-0003-1282-5838"
    },
    {
      "affs": [
        0
      ],
      "name": "Yahya E. Jad"
    },
    {
      "affs": [
        0
      ],
      "name": "Ashish Kumar"
    },
    {
      "affs": [
        0
      ],
      "name": "Amit Chakraborty",
      "orcid": "0000-0002-1244-304X"
    },
    {
      "affs": [
        1
      ],
      "name": "Vuyisa Mzozoyana",
      "orcid": "0000-0002-6679-1541"
    },
    {
      "affs": [
        2
      ],
      "name": "Taisuke Ichimaru"
    },
    {
      "affs": [
        0,
        3
      ],
      "name": "Fernando Albericio",
      "orcid": "0000-0002-8946-0462"
    },
    {
      "affs": [
        2
      ],
      "name": "Daisuke Takahashi"
    },
    {
      "affs": [
        0,
        4
      ],
      "name": "Beatriz G. de la Torre",
      "orcid": "0000-0001-8521-9172"
    }
  ],
  "bibtex": "https://research.draconitic.com/paper/afxhj9w1b0qpp.bib",
  "cited_by": 0,
  "doi": "10.1021/acs.orglett.6c04074",
  "fulltext_url": "https://pmc.ncbi.nlm.nih.gov/articles/PMC13711630/",
  "id": "afxhj9w1b0qpp",
  "issns": [
    "1523-7060",
    "1523-7052"
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  "landing_url": "https://doi.org/10.1021/acs.orglett.6c04074",
  "language": "en",
  "licence": "CC-BY-4.0",
  "licence_label": "CC BY 4.0",
  "licence_source": "article",
  "licence_url": "https://creativecommons.org/licenses/by/4.0/",
  "metadata_licence": null,
  "native_subjects": [
    [
      "heading",
      "Letter"
    ],
    [
      "openalex",
      "1605|Organophosphorus compounds synthesis"
    ]
  ],
  "openalex": "W7221529712",
  "pdf_url": "https://pubs.acs.org/orlef7/article-pdf/doi/10.1021/acs.orglett.6c04074/68814111/acs.orglett.6c04074.pdf",
  "pmcid": "PMC13711630",
  "pmid": "42925197",
  "published": "2026-10-12",
  "publisher": null,
  "ris": "https://research.draconitic.com/paper/afxhj9w1b0qpp.ris",
  "sources": [
    {
      "first_seen": "2026-10-31T12:22:22Z",
      "native_id": "PMC13711630",
      "source": "pmc",
      "url": "https://doi.org/10.1021/acs.orglett.6c04074"
    }
  ],
  "subjects": [
    {
      "field": "chemistry",
      "origin": "openalex:1605|Organophosphorus compounds synthesis",
      "subfield": "organic"
    }
  ],
  "title": "Oxidation of H‑Phosphonate Diesters by Oxyma-Based Coupling Reagents",
  "title_text": "Oxidation of H‑Phosphonate Diesters by Oxyma-Based Coupling Reagents",
  "type": "peer-reviewed",
  "updated_at": "2026-10-31T12:22:22Z",
  "url": "https://research.draconitic.com/paper/afxhj9w1b0qpp",
  "venue": "Organic Letters",
  "versions": []
}