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Direct Construction of NOBINs via Domino Arylation and Sigmatropic Rearrangement Reactions

作     者:Ji-Wei Zhang Liang-Wen Qi Shaoyu Li Shao-Hua Xiang Bin Tan Ji-Wei Zhang;Liang-Wen Qi;Shaoyu Li;Shao-Hua Xiang;Bin Tan

作者机构:School of Chemistry and Chemical EngineeringHarbin Institute of TechnologyHarbinHeilongjiang 150001China Shenzhen Grubbs Institute and Department of ChemistrySouthern University of Science and TechnologyShenzhenGuangdong 518055China Academy for Advanced Interdisciplinary StudiesSouthern University of Science and TechnologyShenzhenGuangdong 518055China 

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

年 卷 期:2020年第38卷第12期

页      面:1503-1514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 are grateful for financial support from the National Natural Science Foundation of China(Nos.21772081,21825105,21801117) Guangdong Provincial Key Laboratory of Catalysis(No.2020B121201002) the Guangdong Innovative Program(No.2019BT02Y335) the Shenzhen Special Funds(No.JCYJ2018030-5123508258) Shenzhen Nobel Prize Scientists LaboratoryProject(No.C17213101) 

主  题:process. rearrangement salts 

摘      要:of main observation and conclusion Privileged 2-amino-2,-hydroxy-l/l,-binaphthyl(NOBIN)frameworks were constructed through a novel domino arylation of naphthylhydroxylamines with diarylhalonium salts and sigmatropic rearrangement in a transition metal-free *** protocol bears broad substrate generality and proceeds under mild reaction conditions,affording diversified NOBINs in high efficiency with absolute regiocontrol during the rearrangement *** active product was accessible by chiral A/-heterocyclic carbene-catalyzed kinetic resolution in one pot or diastereoselective[3,3]-rearrangement guided by a removable chiral ***,diarylchloronium and diarylbrominium salts have been employed as arylation reagents for the first time in assembling such representative biaryl frameworks.

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