Asymmetric Access of γ-Amino Acids and γ-Amino Phosphonic Acid Derivatives via Copper-Catalyzed Enantioselective and Regioselective Hydroamination

Yang，Zhiping1; Du，Qingwei2; Jiang，Yanxin3; Wang，Jun2,3

2022-06-01

10.31635/ccschem.021.202101128

CCS Chemistry   Impact Factor & Quartile

2096-5745

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 γsubstituted-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.

amino phosphine asymmetric catalysis copper hydroamination γ-amino acid

ESCI

English

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WOS:000810728900009

2-s2.0-85132329676

Scopus

1.Harbin Institute of Technology,Harbin,150001,China
2.Department of Chemistry,Southern University of Science and Technology (SUSTech),Shenzhen,518055,China
3.Department of Chemistry,Hong Kong Baptist University,Kowloon,999077,Hong Kong

Yang，Zhiping,Du，Qingwei,Jiang，Yanxin,et al. Asymmetric Access of γ-Amino Acids and γ-Amino Phosphonic Acid Derivatives via Copper-Catalyzed Enantioselective and Regioselective Hydroamination[J]. CCS Chemistry,2022,4(6):1901-1911.

Yang，Zhiping,Du，Qingwei,Jiang，Yanxin,&Wang，Jun.(2022).Asymmetric Access of γ-Amino Acids and γ-Amino Phosphonic Acid Derivatives via Copper-Catalyzed Enantioselective and Regioselective Hydroamination.CCS Chemistry,4(6),1901-1911.

Yang，Zhiping,et al."Asymmetric Access of γ-Amino Acids and γ-Amino Phosphonic Acid Derivatives via Copper-Catalyzed Enantioselective and Regioselective Hydroamination".CCS Chemistry 4.6(2022):1901-1911.