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This study presents a general strategy to enhance the memory of chirality (MOC) in radicals by exploiting the inductive effect of substituents. Through DFT calculations, we demonstrate that the pyramidal inversion barrier of phosphorus\u2010centered radicals can be dramatically increased by substitution with highly electronegative atoms. This deceleration of inversion enables stereoretentive transformations of enantiopure H\u2010phosphinates under mild, radical conditions. A series of stereospecific phosphoryl radical reactions, including alkene hydrophosphonylation, intramolecular arylphosphonylation, phosphorylation\u2013cyclization of isocyanates, and aryl migration reactions, were successfully developed, providing access to diverse P(V)\u2010stereogenic compounds with high efficiency (up to 99% yield) and excellent stereospecificity (up to &gt;99%\n                    <jats:italic>es<\/jats:italic>\n                    ). The utility of this approach is highlighted by the late\u2010stage functionalization of densely functionalized pharmaceuticals, bioactive molecules, and a liquid crystal. This work establishes a foundational principle for achieving stereochemical control in radical reactions via rational tuning of the radical intermediate's configurational stability.\n                  <\/jats:p>","DOI":"10.1002\/anie.1061158","type":"journal-article","created":{"date-parts":[[2026,2,16]],"date-time":"2026-02-16T09:30:16Z","timestamp":1771234216000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":3,"title":["Enhancing Memory of Chirality in Phosphorus\u2010Centered Radicals by Inductive Deceleration of Pyramidal Inversion"],"prefix":"10.1002","volume":"65","author":[{"given":"Guangqi","family":"Hu","sequence":"first","affiliation":[{"name":"Department of Chemistry and Chemical Engineering Nanjing University of Science and Technology  Nanjing China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Chang","family":"Liu","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Chemical Engineering Nanjing University of Science and Technology  Nanjing China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yixuan","family":"Yang","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Chemical Engineering Nanjing University of Science and Technology  Nanjing China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Kaihui","family":"Liu","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Chemical Engineering Nanjing University of Science and Technology  Nanjing China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ruina","family":"Wan","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Chemical Engineering Nanjing University of Science and Technology  Nanjing China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Lewu","family":"Zhan","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Chemical Engineering 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