Synthesis of β-hydroxy-α-amino acid derivatives by the cross-dehydrogenative coupling of N-arylglycine esters with α-hydroxy ketones. (5th November 2021)

• Record Type: Journal Article
• Authors: Wang, Junjiao; Lv, Yuyu; Shang, Yongwei; Deng, Zhoubin; Zhang, Jianzhong; Ma, Xue-E; Wang, Ke-Hu; Huang, Danfeng; Su, Yingpeng; Hu, Yulai
• Is Part Of: Tetrahedron. Volume 100(2021)
• Publication Date: 2021-11-05
• Subjects: In situ oxidation -- Nucleophilic addition -- Cross dehydrogenative coupling reaction -- β- hydroxy-α-amino acid; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2021.132491
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: A formal cross-dehydrogenative coupling reaction between α -hydroxy ketones and N -arylglycine derivatives for the synthesis of various β -hydroxy- α -amino acid derivatives is disclosed. The compatibility of substrate and oxidant in this reaction is achieved by controlling the dosing sequence, and the products are successfully obtained in 29–93% yields. This work provides a new method for the synthesis of β -hydroxy- α -amino acid derivatives which possesses high efficiency, convenience, and atom economy. Graphical abstract: Image 1