{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,24]],"date-time":"2026-08-24T09:31:03Z","timestamp":1787563863960,"version":"build-2736575974"},"reference-count":52,"publisher":"Oxford University Press (OUP)","issue":"15","license":[{"start":{"date-parts":[[2026,5,7]],"date-time":"2026-05-07T00:00:00Z","timestamp":1778112000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100012166","name":"National Key Research and Development Program of China","doi-asserted-by":"publisher","award":["2023YFA1508600"],"award-info":[{"award-number":["2023YFA1508600"]}],"id":[{"id":"10.13039\/501100012166","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["22450004"],"award-info":[{"award-number":["22450004"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"name":"Scientific Research Innovation Capability Support Project for Young Faculty","award":["SRICSPYF-ZY2025082"],"award-info":[{"award-number":["SRICSPYF-ZY2025082"]}]},{"name":"Beijing National Laboratory of Molecular Sciences"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[2026,8,10]]},"abstract":"<jats:title>ABSTRACT<\/jats:title>\n                  <jats:p>Alcohols are ubiquitous in natural products and serve as versatile synthetic handles; however, the relocation of a hydroxyl group to an adjacent C\u2013H site remains an underdeveloped yet highly valuable transformation. Herein, we report photocatalytic 1,2-translocation of oxamoyl-protected alcohols enabled by a reversible C\u2013H sampling strategy. Utilizing a cooperative hydrogen atom transfer catalytic system, a range of carbon radicals are transiently generated, while the \u03b2-acyloxy alkyl radical selectively undergoes a 1,2-acyloxy shift to afford the rearranged product. The oxamoyl protecting group exhibits superior performance, likely accelerating the radical-acyloxy rearrangement while simultaneously enhancing \u03b2-hydrogen atom abstraction (HAA) probability. This redox-neutral methodology accommodates a broad substrate scope with predictable regio- and stereoselectivity, including the late-stage modification of complex bioactive molecules. Beyond facile hydrolytic removal, the oxamoyloxy handle can be directly converted into alkyl iodides, providing an additional entry point for further diverse functionalizations.<\/jats:p>","DOI":"10.1093\/nsr\/nwag260","type":"journal-article","created":{"date-parts":[[2026,5,7]],"date-time":"2026-05-07T11:44:59Z","timestamp":1778154299000},"source":"Crossref","is-referenced-by-count":3,"title":["1,2-Migration of oxamoyl-protected alcohols via reversible C\u2013H sampling"],"prefix":"10.1093","volume":"13","author":[{"given":"Yinyan","family":"Su","sequence":"first","affiliation":[{"name":"Beijing National Laboratory of Molecular Sciences, Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry and Molecular Engineering, Peking University , Beijing 100871 ,","place":["China"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Duoqing","family":"Wang","sequence":"additional","affiliation":[{"name":"Beijing National Laboratory of Molecular Sciences, Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry and Molecular Engineering, Peking University , Beijing 100871 ,","place":["China"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ken","family":"Chen","sequence":"additional","affiliation":[{"name":"Beijing National Laboratory of Molecular Sciences, Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry and Molecular Engineering, Peking University , Beijing 100871 ,","place":["China"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2808-7964","authenticated-orcid":false,"given":"Yan","family":"Xu","sequence":"additional","affiliation":[{"name":"Beijing National Laboratory of Molecular Sciences, Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry and Molecular Engineering, Peking University , Beijing 100871 ,","place":["China"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"286","published-online":{"date-parts":[[2026,5,7]]},"reference":[{"key":"2026081011132863100_bib1","doi-asserted-by":"publisher","first-page":"8915","DOI":"10.1021\/acs.jmedchem.9b00179","article-title":"Hydroxyl groups in synthetic and natural-product-derived therapeutics: a perspective on a common functional group","volume":"62","author":"Cramer","year":"2019","journal-title":"J Med Chem"},{"key":"2026081011132863100_bib2","doi-asserted-by":"publisher","first-page":"1258","DOI":"10.1021\/acs.jnatprod.8b01022","article-title":"A systematic cheminformatics analysis of functional groups occurring in natural products","volume":"82","author":"Ertl","year":"2019","journal-title":"J Nat Prod"},{"key":"2026081011132863100_bib3","doi-asserted-by":"publisher","DOI":"10.1002\/0470084960","volume-title":"March\u2019s Advanced Organic Chemistry: Reactions, Mechanisms, and Structure","author":"Smith","year":"2006"},{"key":"2026081011132863100_bib4","doi-asserted-by":"publisher","first-page":"3401","DOI":"10.1038\/s41467-024-47711-9","article-title":"Dehydroxylative radical N-glycosylation of heterocycles with 1-hydroxycarbohydrates enabled by copper metallaphotoredox catalysis","volume":"15","author":"Liu","year":"2024","journal-title":"Nat Commun"},{"key":"2026081011132863100_bib5","doi-asserted-by":"publisher","first-page":"451","DOI":"10.1038\/s41586-021-03920-6","article-title":"Metallaphotoredox-enabled deoxygenative arylation of alcohols","volume":"598","author":"Dong","year":"2021","journal-title":"Nature"},{"key":"2026081011132863100_bib6","doi-asserted-by":"publisher","first-page":"13988","DOI":"10.1021\/jacs.8b05195","article-title":"Aliphatic C\u2013H oxidations for late-stage functionalization","volume":"140","author":"White","year":"2018","journal-title":"J Am Chem Soc"},{"key":"2026081011132863100_bib7","doi-asserted-by":"publisher","first-page":"783","DOI":"10.1038\/s41570-023-00534-6","article-title":"Strategic application of C\u2013H oxidation in natural product total synthesis","volume":"7","author":"Bakanas","year":"2023","journal-title":"Nat Rev Chem"},{"key":"2026081011132863100_bib8","doi-asserted-by":"publisher","first-page":"1043","DOI":"10.1039\/D0NP00009D","article-title":"Dehydration reactions in polyfunctional natural products","volume":"37","author":"Hjerrild","year":"2020","journal-title":"Nat Prod Rep"},{"key":"2026081011132863100_bib9","doi-asserted-by":"publisher","first-page":"609","DOI":"10.1002\/adsc.200404232","article-title":"The development of enantioselective rhodium-catalysed hydroboration of olefins","volume":"347","author":"Carroll","year":"2005","journal-title":"Adv Synth Catal"},{"key":"2026081011132863100_bib10","first-page":"3060","article-title":"Radical addition to unsaturated alcohols. 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