{"title":"Ni‐Catalyzed Regio‐ and Enantioselective Synthesis of P‐Chiral Dienyl Secondary Phosphine Oxides","authors":"Jin‐Ming Jia, Chun‐Yi Xiong, Wei‐Han Wang, Qing‐Wei Zhang","doi":"10.1002/ajoc.70482","DOIUrl":null,"url":null,"abstract":"<div><div><em>P</em>‐chiral secondary phosphine oxides (SPOs) are pivotal precursors to valuable <em>P</em>‐Chiral phosphorus compounds, yet their asymmetric synthesis remains a challenge due to their propensity for racemization. Herein, we report a nickel‐catalyzed hydrophosphorylation of primary phosphine oxides (PPOs) with conjugated enynes to construct <em>P</em>‐chiral dienyl SPOs. This method displays high regioselectivity and broad tolerance for a wide range of conjugated enyne substrates. The resulting products have the potential to serve as valuable precursors to bidentate ligands, as well as versatile synthons for accessing P‐stereogenic phosphines.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 7","pages":"Article e70482"},"PeriodicalIF":2.3000,"publicationDate":"2026-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Asian Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S219358072600200X","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2026/8/4 0:00:00","PubModel":"Epub","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
P‐chiral secondary phosphine oxides (SPOs) are pivotal precursors to valuable P‐Chiral phosphorus compounds, yet their asymmetric synthesis remains a challenge due to their propensity for racemization. Herein, we report a nickel‐catalyzed hydrophosphorylation of primary phosphine oxides (PPOs) with conjugated enynes to construct P‐chiral dienyl SPOs. This method displays high regioselectivity and broad tolerance for a wide range of conjugated enyne substrates. The resulting products have the potential to serve as valuable precursors to bidentate ligands, as well as versatile synthons for accessing P‐stereogenic phosphines.
p -手性仲磷氧化物(SPOs)是有价值的p -手性磷化合物的关键前体,但由于它们倾向于外消旋化,它们的不对称合成仍然是一个挑战。在此,我们报道了镍催化的共轭炔对伯膦氧化物(PPOs)的氢磷酸化,以构建对手性二烯基SPOs。该方法对广泛的共轭酶底物具有高的区域选择性和广泛的耐受性。所得产物有潜力作为双齿配体的有价值的前体,以及用于获取p -立体膦的多功能合成子。
期刊介绍:
Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC)
The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.