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

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外文摘要：The divergent synthesis of versatile 3,3'-disubstituted oxetane amino acids by utilizing visible-light-induced photocatalytic decarbox-ylative 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 oxetane γ-and α-amino acids in high yields.A distinct ring strain release-driven radical addition mechanism was preliminarily revealed.The 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.

外文关键词：

Photoredox catalysisDecarboxylative Giese-type reactionOxetane amino acidsAmino acidsSynthesisRadical reactions

作者：

Haoliang Shi、Yi Wan、Yongqiang Zhang

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作者单位：

Shanghai Frontiers Science Center of Optogenetic Techniques for Cell Metabolism,Shanghai Key Laboratory of New Drug Design,and School of Pharmacy,East China University of Science and Technology,Shanghai 200237,China

基金：

program of the National Natural Science Foundation of Chinaprogram of the National Natural Science Foundation of ChinaNatural Science Foundation of Shanghai

项目编号：

218710862217108023ZR1417200

出版年：

2024

DOI：

10.1002/cjoc.202300750

中国化学(英文版)

中国化学会上海有机化学研究所

中国化学(英文版)

CSTPCD

影响因子：0.848

ISSN：1001-604X

年,卷(期)：2024.42(12)