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    • 38. 发明授权
    • Optically-active bis(alkynylphosphino) ethane-borane derivative and process for producing the same
    • 光学活性双(炔基膦基)乙烷 - 硼烷衍生物及其制备方法
    • US07534920B2
    • 2009-05-19
    • US12073415
    • 2008-03-05
    • Tsuneo ImamotoKazuhiro YoshidaYouichi SaitohAya Koide
    • Tsuneo ImamotoKazuhiro YoshidaYouichi SaitohAya Koide
    • C07F9/02
    • C07F9/5027C07B53/00C07F9/5013
    • An optically-active bis(alkynylphosphino)ethane-borane derivative represented by formula (1): wherein R1 and R2, which may be the same or different, each represent an alkyl group, a phenyl group, an alkylsilyl group or a hydrogen atom; R3 represents a branched alkyl group, an alicyclic hydrocarbon group or an aromatic hydrocarbon group; and the asterisk * indicates an optically-active site. The derivative (1) is prepared by bromination of, e.g., an (S)-t-butylmethylphosphine-borane, reaction with an alkynyl lithium, deprotonation, followed by oxidative coupling. Deprotection of the derivative (1) by deboranation gives an optically-active bis(alkynylphosphino)ethane derivative useful as a ligand providing an asymmetric catalyst for catalytic asymmetric synthesis. The asymmetric catalyst having the ligand exhibits high selectivity and catalyst activity.
    • 由式(1)表示的光学活性双(炔基膦基)乙烷 - 硼烷衍生物:其中R1和R2可以相同或不同,各自表示烷基,苯基,烷基甲硅烷基或氢原子; R3表示支链烷基,脂环族烃基或芳香族烃基; 星号*表示光学活性位点。 衍生物(1)通过例如(S) - 叔丁基甲基膦 - 硼烷的溴化,与炔基锂的反应,去质子化,然后进行氧化偶联来制备。 衍生物(1)通过脱硼脱保护得到用作催化不对称合成的不对称催化剂的配体的光学活性双(炔基膦基)乙烷衍生物。 具有配体的不对称催化剂表现出高选择性和催化剂活性。