Synthesis of Diverse Oxetane Amino Acids via Visible-Light-Induced Photocatalytic Decarboxylative Giese-Type Reaction

作     者：Haoliang Shi Yi Wan Yongqiang Zhang 

作者机构：Shanghai Frontiers Science Center of Optogenetic Techniques for Cell MetabolismShanghai Key Laboratory of New Drug Designand School of PharmacyEast China University of Science and TechnologyShanghai200237 China 

出 版 物：《Chinese Journal of Chemistry》 (中国化学（英文版）)

年 卷 期：2024年第42卷第12期

页      面：1341-1346页

核心收录：

学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

基　　金：Financial support from the program of the National Natural Science Foundation of China(21871086 and 22171080,Y-Q.Z.) Natural Science Foundation of Shanghai(23ZR1417200,Y.-Q.Z.)isgratefullyacknowledged 

主　　题：Photoredox catalysis Decarboxylative Giese-type reaction Oxetane amino acids Amino acids Synthesis Radical reactions 

摘      要：The divergent synthesis of versatile 3,3′-disubstituted oxetane amino acids by utilizing visible-light-induced photocatalytic decarboxylative Giese-type reaction has been demonstrated.3-Methyleneoxetane-derived substrates are readily available in a single-step and highly reactive as radical acceptors,allowing the production of versatile oxetaneγ-andα-amino acids in high yields.A distinct ring strain release-driven radical addition mechanism was preliminarily *** preparative power was further highlighted by the application in the synthesis of oxetane-containing dipeptides and azetidine amino acids,as well as the transformation of the product into novel oxetane-containing spiro-heterocycle pharmacophore.