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In this study, we utilize a commercially available Rh\u2010Josiphos system for the efficient and stereoselective hydrogenation of a wide set of tetra\u2010substituted cyclic \u03b2\u2010enamido phosphonates\/phosphine oxides, thus enabling access to chiral \u03b2<jats:italic>\u2010<\/jats:italic>amino phosphorus compounds featuring two vicinal stereocenters. This protocol was broadly applicable to different ring systems possessing various phosphonate\/phosphine oxide groups and further applied in the preparation of amino\u2010phosphine ligands. DFT mechanistic explorations indicate that the C=C migratory insertion into Rh<jats:sup>III<\/jats:sup>\u2212H bond could be the rate\u2010 and stereo\u2010determining step. The origins of stereoselectivity are revealed through distortion\/interaction analysis, which is primarily regulated by distinguished dispersion interactions and steric repulsions.<\/jats:p>","DOI":"10.1002\/anie.202305315","type":"journal-article","created":{"date-parts":[[2023,5,11]],"date-time":"2023-05-11T04:46:05Z","timestamp":1683780365000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":21,"title":["Highly Enantio\u2010 and Diastereoselective Hydrogenation of Cyclic Tetra\u2010Substituted \u03b2\u2010Enamido Phosphorus Derivatives"],"prefix":"10.1002","volume":"62","author":[{"given":"Jun\u2010Hao","family":"Zhang","sequence":"first","affiliation":[{"name":"Department of Chemistry Tianjin Key Laboratory of Molecular Optoelectronic Sciences Frontiers Science Center for Synthetic Biology (Ministry of Education) Tianjin University  Tianjin 300072 P. R. 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