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Asymmetric Synthesis of Chiral 1,3-Disubstituted Allylsilanes via Copper(I)-Catalyzed 1,4-Conjugate Silylation ofα,β-Unsaturated Sulfones and Subsequent Julia-Kocienski Olefination

作     者:Xian-Liang Wang Xing-Hao Yin Jun-Zhao Xiao Xue-Shun Jia Liang Yin Xian-Liang Wang;Xing-Hao Yin;Jun-Zhao Xiao;Xue-Shun Jia;Liang Yin

作者机构:CAS Key Laboratory of Synthetic Chemistry of Natural SubstancesCenter for Excellence in Molecular SynthesisShanghai Institute of Organic ChemistryUniversity of Chinese Academy of SciencesChinese Academy of Sciences345 Lingling RoadShanghai200032 China Department of ChemistryShanghai University99 Shangda RoadShanghai200444 China 

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

年 卷 期:2021年第39卷第7期

页      面:1916-1922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 the financial support from the National Natural Science Foundation of China(Nos.21672235,21871287,and 21922114) the Science and Technology Commission of Shanghai Municipality(No.20JC1417100) the Strategic Priority Research Program of the Chinese Academy of Sciences(No.XDB20000000) CAS Key Laboratory of Synthetic Chemistry of Natural Substances Shanghai Institute of Organic Chemistry 

主  题:Chiral allylsilanes Silylation Olefination Allylation Asymmetric catalysis 

摘      要:Main observation and conclusion A general synthesis of chiral 1,3-disubstituted allylsilanes is established through copper(I)-catalyzed asymmetric 1,4-conjugate silylation ofα,β-unsaturated sulfones and subsequent Julia-Kocienski *** modification of McQuade s NHC ligand,the catalytic asymmetric conjugate silylation with a broad substrate scope is achieved in high enantioselectivity.

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