Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Road, Shanghai 200032, China.
Org Lett. 2014 Mar 7;16(5):1426-9. doi: 10.1021/ol500219e. Epub 2014 Feb 14.
The Cu-catalyzed asymmetric conjugate hydroboration reaction of β-substituted α-dehydroamino acid derivatives has been established, affording enantioenriched syn- and anti-β-boronate-α-amino acid derivatives with excellent combined yields (83-99%, dr ≈ 1:1) and excellent enantioselectivities (92-98% ee). The hydroboration products were expediently converted into valuable β-hydroxy-α-amino acid derivatives, which were widely used in the preparation of chiral drugs and bioactive molecules.
建立了 Cu 催化的β取代α-去氢氨基酸衍生物的不对称共轭硼氢化反应，以优异的总收率（83-99%，dr ≈ 1:1）和对映选择性（92-98%ee）得到了对映富集的顺式和反式-β-硼酸-α-氨基酸衍生物。硼氢化产物可以方便地转化为有价值的β-羟基-α-氨基酸衍生物，广泛用于手性药物和生物活性分子的制备。
