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Asymmetric Synthesis of P-Stereogenic Secondary Phosphine-Boranes by an Unsymmetric Bisphosphine Pincer-Nickel Complex
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2021-04-09 , DOI: 10.1021/jacs.1c02772 Chuanyong Wang 1 , Kesheng Huang 1 , Jie Ye 1 , Wei-Liang Duan 1
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2021-04-09 , DOI: 10.1021/jacs.1c02772 Chuanyong Wang 1 , Kesheng Huang 1 , Jie Ye 1 , Wei-Liang Duan 1
Affiliation
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.
中文翻译:
不对称的双膦夹钳-镍配合物不对称合成P-立体异构的次膦-硼烷
通过使用新开发的不对称双膦(PCP')钳-镍络合物将伯膦不对称加成至缺电子烯烃中,实现了P-立体生成仲膦-硼烷的第一个高对映选择性催化合成。以57-92%的收率获得了各种P-立体异构仲膦-硼烷,ee高达99%,dr> 20:1。与烷基卤形成P–C键后的后续烷基化为获得具有不同官能团的P-手性化合物提供了一种实用的方法。
更新日期:2021-04-21
中文翻译:
不对称的双膦夹钳-镍配合物不对称合成P-立体异构的次膦-硼烷
通过使用新开发的不对称双膦(PCP')钳-镍络合物将伯膦不对称加成至缺电子烯烃中,实现了P-立体生成仲膦-硼烷的第一个高对映选择性催化合成。以57-92%的收率获得了各种P-立体异构仲膦-硼烷,ee高达99%,dr> 20:1。与烷基卤形成P–C键后的后续烷基化为获得具有不同官能团的P-手性化合物提供了一种实用的方法。