Wang Xinmou, Chen Yuming, Song Hongjian, Liu Yuxiu, Wang Qingmin
State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, People's Republic of China.
Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin 300071, People's Republic of China.
Org Lett. 2021 Mar 19;23(6):2199-2204. doi: 10.1021/acs.orglett.1c00345. Epub 2021 Mar 4.
Synthesis of unnatural amino acids has long been a focus of chemistry research. Here, we present an efficient, general method that furnishes γ-carbonyl α-amino acids via photoinduced decatungstate-catalyzed Giese reactions of readily available aldehydes as radical precursors. This mild, robust method is compatible with a wide array of functional groups and has a broad substrate scope. We demonstrated the utility of the method by modifying several amino acid bearing drugs and natural products.
非天然氨基酸的合成长期以来一直是化学研究的重点。在此，我们提出了一种高效、通用的方法，该方法通过光诱导的十钨酸盐催化的吉斯反应，以易于获得的醛作为自由基前体来制备γ-羰基α-氨基酸。这种温和、稳健的方法与多种官能团兼容，并且具有广泛的底物范围。我们通过修饰几种含氨基酸的药物和天然产物证明了该方法的实用性。
