Asymmetric Synthesis of P-Stereogenic Secondary Phosphine-Boranes by an Unsymmetric Bisphosphine Pincer-Nickel Complex
Chuanyong Wang, Kesheng Huang, Jie Ye, Wei‐Liang Duan
Abstract
The first highly enantioselective catalytic synthesis of P-stereogenic secondary phosphine-boranes was realized by the asymmetric addition of primary phosphine to electron-deficient alkenes with a newly developed unsymmetric bisphosphine (PCP') pincer-nickel complex. Various P-stereogenic secondary phosphine-boranes were obtained in 57-92% yields with up to 99% ee and >20:1 dr. The follow-up alkylation upon P-C bond formation with alkyl halides provided a practical way to access P-chiral compounds with diverse functional groups.
Topics & Concepts
StereocenterChemistryPhosphineBoranesPincer movementAlkylationEnantioselective synthesisAlkylStereochemistryMedicinal chemistryCombinatorial chemistryOrganic chemistryCatalysisBoronAsymmetric Hydrogenation and CatalysisOrganoboron and organosilicon chemistryAsymmetric Synthesis and Catalysis