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Regioselective Synthesis of α-Quaternary Amino Acid Derivatives Enabled by Photoinduced Energy Transfer.
Gao, Cai; Liu, Yan-Zhi; Wang, Yan-Ni; Zhang, Zhen-Qiang; Zhan, Zhuang-Ping.
Affiliation
  • Gao C; Department of Chemistry and Key Laboratory for Chemical Biology of Fujian Province, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, 361005, Fujian, P. R. China.
  • Liu YZ; Gulei Innovation Institute, Xiamen University, Zhangzhou, 363100, Fujian, P. R. China.
  • Wang YN; Gulei Innovation Institute, Xiamen University, Zhangzhou, 363100, Fujian, P. R. China.
  • Zhang ZQ; Yunnan Precious Metals Laboratory Co., Ltd., Kunming, 650106, Yunnan, P. R. China.
  • Zhan ZP; Department of Chemistry and Key Laboratory for Chemical Biology of Fujian Province, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, 361005, Fujian, P. R. China.
J Org Chem ; 89(14): 10393-10402, 2024 Jul 19.
Article in En | MEDLINE | ID: mdl-38953569
ABSTRACT
α-Quaternary amino acids have found application in many biologically relevant compounds and pharmaceuticals. Although there are many methods for the synthesis of α-quaternary amino acids, most of them are mainly realized with the aid of transition metals and complex ligands. We present herein a 2,7-Br-4CzIPN catalyzed regioselective alkylation of azlactones with redox-active esters via radical-radical couplings. Strikingly, this approach is devoid of any metal or additive and shows broad scope and superior sensitive functional group compatibility.

Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: J Org Chem Year: 2024 Document type: Article Country of publication:

Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: J Org Chem Year: 2024 Document type: Article Country of publication: