State Key Laboratory of Natural Medicines , China Pharmaceutical University , 24 Tongjiaxiang , Nanjing 210009 , China.
Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences , Nanyang Technological University , 21 Nanyang Link , Singapore 637371 , Singapore.
J Org Chem. 2018 May 18;83(10):5869-5875. doi: 10.1021/acs.joc.8b00952. Epub 2018 May 7.
Asymmetric arylation of γ,δ-unsaturated β-ketophosphonates with arylboronic acids is reported. By using the ( R)-diene* ligated rhodium(I) chloride complex as a catalyst under none basic conditions, the corresponding β-ketophosphonates bearing a δ-chiral center were obtained in high yields (up to 99%) with good to excellent enantioselectivities (up to >99% ee). The enantioenriched products can be readily converted to diverse chiral β'-aryl enones by the Horner-Wadsworth-Emmons reaction.
报道了γ,δ-不饱和β-酮膦酸酯与芳基硼酸的不对称芳基化反应。在无碱性条件下，使用（R）-二烯*配位的铑（I）氯化物配合物作为催化剂，以高收率（高达 99%）和优异至极好的对映选择性（高达 >99%ee）得到了具有δ-手性中心的相应β-酮膦酸酯。通过 Horner-Wadsworth-Emmons 反应，手性富集产物可以很容易地转化为各种手性β'-芳基烯酮。
