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Catalyst-Free Regio-and Diastereoselective Synthesis of Heterocyclic Nucleosides in the Eco-friendly Solvent 2-Methyltetrahydrofurant

作     者:Xiaodong Gu Qingwei Du Weijian Song Jun(Joelle)Wang Xiaodong Gu;Qingwei Du;Weijian Song;Jun(Joelle) Wang

作者机构:Department of ChemistryHong Kong Baptist UniversityKowloonHong KongChina Department of ChemistrySouthern University of Science and TechnologyShenzhenGuangdong 518055China 

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

年 卷 期:2023年第41卷第2期

页      面:167-172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:We gratefully acknowledge HKBU RC-Tier 2 Start-up Grant for financial support 

主  题:Heterocycle Nucleoside Catalyst-free Annulation Regioselectivity Synthetic methods Cycloaddition 

摘      要:An efficient and practical synthesis of heterocyclic nucleosides is developed by a catalyst-free highly regioselective and diastereose-lective[3+2]annulation of a-purine-substituted acrylates with *** reaction operates with excellent functional group toler-ance,very mild reaction conditions,and with the green,sustainable,and eco-friendly 2-methyltetrahydrofuran(2-MeTHF)as *** with other reactions of electron-deficient olefin dipolarophiles with nitrones,different regioselective cycloaddition products were observed in this *** 1,3-dipolar cycloaddition reaction gives a series of isoxazolidinyl nucleosides in good to excellent yields with promising applications in biochemistry and medicinal chemistry.

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