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Development of Novel Phosphino-Oxazoline Ligands and Their Application in Asymmetric Alkynlylation of Benzylic Halides

查看全文 作  者:Rui [1]Guo;Jiale [1]Sang;Haijing [2]Xiao;Junxia [2]Li;Guozhu [1,2]Zhang 高影响力作者 机构地区:[1]State Key Laboratory of Organometallic Chemistry,Shanghai Institute of Organic Chemistry,Center for Excellence in Molecular Synthesis,University of Chinese Academy of Sciences,Chinese Academy of Sciences,345 Lingling Road,Shanghai 200032,China;[2]CCNU-uOttawa Joint Research Centre,Key Laboratory of Pesticides&Chemical Biology Ministry of Education,International Joint Research Center for Intelligent Biosensing Technology and Health,College of Chemistry,Central China Normal University(CCNU),152 Luoyu Road,Wuhan,Hubei 430079,China高影响力机构 出  处:《Chinese Journal of Chemistry》索引2022年第40卷第11期,共9页高影响力期刊 基  金:We are grateful to the National Natural Science Foundation of China(Nos.22071073,21772218 and 21821002);the Strategic Priority Research Program of the Chinese Academy of Sciences(No.XDB20000000);State Key Laboratory of Organometallic Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences and Central China Normal University(CCNU). 摘  要:A new set of stereochemically diverse phosphino-oxazoline ligands derived from simple L-amino acids and 2-(diphenylphosphaneyl)-benzoic acid were developed.Those mono anionic tridentated N,N,P-ligands promote the Cu-catalyzed enantioselective radical cou-pling of terminal alkynes with a broad range of benzylic halides including benzo-fused cyclicα-halides andα-silyl benzyl halides in high yield and excellent enantioselectivity under mild reaction conditions.With multi distinct sites for structural modification,a di-verse pool of chiral N,N,P-ligands is readily accessed,allowing for rapid optimization of the ligand structure for a specific substrate.Notably,the enantioselective alkynlylation of benzylic halides bonds in benzo-cyclic molecules has also been realized for the first time. 关 键 词:Copper catalysis Phosphino-oxazoline ligands CROSS-COUPLING Benzylic halides ALKYNES
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