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The catalytic asymmetric synthesis of <jats:italic>P<\/jats:italic>-stereogenic phosphindane derivatives, however, remains a challenging task. Herein, we report a catalytic kinetic resolution of phosphindole oxides via rhodium-catalyzed diastereo- and enantioselective conjugate addition to access enantiopure <jats:italic>P<\/jats:italic>-stereogenic phosphindane and phosphindole derivatives. This kinetic resolution method features high efficiency (s factor up to &gt;1057), excellent stereoselectivities (all &gt;20:1 dr, up to &gt;99% <jats:italic>ee<\/jats:italic>), and a broad substrate scope. The obtained chiral phosphindane oxides exhibit promising therapeutic efficacy in autosomal dominant polycystic kidney disease (ADPKD), and compound <jats:bold>3az<\/jats:bold> is found to significantly inhibit renal cyst growth both in vitro and in vivo, thus ushering in a promising scaffold for ADPKD drug discovery. This study will not only advance efforts towards the asymmetric synthesis of challenging <jats:italic>P<\/jats:italic>-stereogenic heterocycles, but also surely inspire further development of <jats:italic>P<\/jats:italic>-stereogenic entities for bioactive small-molecule discovery.<\/jats:p>","DOI":"10.1038\/s41467-024-46892-7","type":"journal-article","created":{"date-parts":[[2024,3,21]],"date-time":"2024-03-21T18:01:48Z","timestamp":1711044108000},"update-policy":"https:\/\/doi.org\/10.1007\/springer_crossmark_policy","source":"Crossref","is-referenced-by-count":15,"title":["Asymmetric synthesis of P-stereogenic phosphindane oxides via kinetic resolution and their biological activity"],"prefix":"10.1038","volume":"15","author":[{"given":"Long","family":"Yin","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jiajia","family":"Li","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3325-562X","authenticated-orcid":false,"given":"Changhui","family":"Wu","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Haoran","family":"Zhang","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Wenchao","family":"Zhao","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zhiyuan","family":"Fan","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mengxuan","family":"Liu","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Siqi","family":"Zhang","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8771-8987","authenticated-orcid":false,"given":"Mengzhe","family":"Guo","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0748-1279","authenticated-orcid":false,"given":"Xiaowei","family":"Dou","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6142-4825","authenticated-orcid":false,"given":"Dong","family":"Guo","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"297","published-online":{"date-parts":[[2024,3,21]]},"reference":[{"key":"46892_CR1","doi-asserted-by":"publisher","first-page":"3029","DOI":"10.1021\/cr020049i","volume":"103","author":"W Tang","year":"2003","unstructured":"Tang, W. & Zhang, X. 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