CCS Chemistry ( IF 9.4 ) Pub Date : 2021-08-24 , DOI: 10.31635/ccschem.021.202101128 Zhiping Yang 1, 2 , Qingwei Du 2 , Yanxin Jiang 3 , Jun (Joelle) Wang 2, 3
γ-Aminobutyric acid is a major inhibitory neurotransmitter in the mammalian central nervous system that plays a substantial role in brain disorders. γ-Amino phosphonic acid is a unique surrogate of both natural and unnatural γ-amino acid. Because of their unique biological activity, γ-amino acid and γ-amino phosphonic acid derivatives have attracted considerable attention. However, an efficient and straightforward method for constructing chiral γ-substituted-γ-amino acid and γ-amino phosphonic acid derivatives remains a long-standing challenge. Herein, a highly efficient, versatile, and universal Cu-catalyzed asymmetric hydroamination of cinnamyl esters, cinnamyl phosphonates, and cinnamyl phosphine oxides is presented for accessing γ-amino acid and γ-amino phosphonic acid derivatives in good yields with high levels of enantiocontrol and regioselectivity.
中文翻译:
γ-氨基酸和γ-氨基膦酸衍生物通过铜催化的对映选择性和区域选择性加氢胺化的不对称访问
γ-氨基丁酸是哺乳动物中枢神经系统中的主要抑制性神经递质,在脑部疾病中起重要作用。γ-氨基膦酸是天然和非天然γ-氨基酸的独特替代品。由于其独特的生物活性,γ-氨基酸和γ-氨基膦酸衍生物引起了相当多的关注。然而,构建手性γ-取代-γ-氨基酸和γ-氨基膦酸衍生物的有效且直接的方法仍然是一个长期存在的挑战。在此,一种高效、通用且通用的铜催化肉桂酯、肉桂膦酸酯、