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The hydrogenation chemoselectivity is effectively tuned by simply switching the reaction solvent from acetonitrile to ethanol. Furthermore, the synthetic utility of this methodology is demonstrated through a late-stage tetradeuteration sequence employing readily available deuterium oxide as the isotope source. This protocol features simple operation and mild conditions, enabling the efficient conversion of readily available alkynyl phosphonates into alkyl and vinyl phosphonate products. Notably, by using D2O as the deuterium source, a range of deuterated alkyl phosphonates were obtained in excellent yields.<\/jats:p>","DOI":"10.1021\/acs.joc.6c01343","type":"journal-article","created":{"date-parts":[[2026,10,20]],"date-time":"2026-10-20T20:01:18Z","timestamp":1792526478000},"page":"14058-14067","source":"Crossref","is-referenced-by-count":0,"title":["Stereo- and Chemoselective Conversion of Alkynylphosphonates to Vinyl and Alkyl Phosphonates"],"prefix":"10.1021","volume":"91","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-0495-0006","authenticated-orcid":true,"given":"Babak","family":"Kaboudin","sequence":"first","affiliation":[{"name":"Institute for Advanced Studies in Basic Sciences , , Gava Zang , ,","place":["Zanjan, Iran, 45137-66731"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Maryam","family":"Asvadi","sequence":"additional","affiliation":[{"name":"Institute for Advanced Studies in Basic Sciences , , Gava Zang , ,","place":["Zanjan, Iran, 45137-66731"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hesam","family":"Esfandiari","sequence":"additional","affiliation":[{"name":"Institute for Advanced Studies in Basic Sciences , , Gava Zang , ,","place":["Zanjan, Iran, 45137-66731"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5415-568X","authenticated-orcid":true,"given":"Tianjian","family":"Zhang","sequence":"additional","affiliation":[{"name":"Huazhong University of Science & Technology , , ,","place":["Wuhan, China, 430074"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5130-3026","authenticated-orcid":true,"given":"Yanlong","family":"Gu","sequence":"additional","affiliation":[{"name":"Huazhong University of Science & Technology , , ,","place":["Wuhan, China, 430074"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,10,20]]},"reference":[{"key":"2026103005070910600_cit1a","doi-asserted-by":"publisher","first-page":"1625","DOI":"10.4155\/fmc-2018-0591","article-title":"Phosphonate prodrugs: an overview and recent advances","volume":"11","author":"Heidel","year":"2019","journal-title":"Future Med. 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