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Synthesis of (+) or (-)-2-(8′-Diphenylphosphino-1′-naphthyl)oxazoline Ligands and Their Application in Pd-Catalyzed Allylic Alkylation Reaction
引用本文:麻生明,段德慧. Synthesis of (+) or (-)-2-(8′-Diphenylphosphino-1′-naphthyl)oxazoline Ligands and Their Application in Pd-Catalyzed Allylic Alkylation Reaction[J]. 中国化学, 2002, 20(11): 1363-1368. DOI: 10.1002/cjoc.20020201135
作者姓名:麻生明  段德慧
作者单位:MA,Sheng-Ming DUAN,De-HuiState Key Laboratory of Organometallic Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai 200032,China
基金项目:theMajorStateBasicResearchDevelopmentProgram (No .2 0 0 0 0 775 0 0 ) ,theNationalNaturalScienceFounda tionofChina ,ChineseAcademyofSciences ,ShanghaiMunicipalCommitteeofScienceandTechnology ,andWangKuanchengPost doctoralWorkAwardFoundation
摘    要:IntroductionWiththefamousDIOPligand ,KaganintroducedtheimportantconceptofC2 symmetryinliganddesign .1However ,itisnotalwaystruethataC2 symmetricligandshouldnecessarilybesuperiortoanon symmetriccoun terpart .Transitionmetal catalyzedallylicalkylationviasymme…

关 键 词:diphenylphosphino-1′-naphthyl)oxazoline   Pd catalysis   allylic alkylation

Synthesis of (+) or (‐)‐2‐(8′‐Diphenylphosphino‐1′‐naphthyl) oxazoline Ligands and Their Application in Pd‐Catalyzed Allylic Alkylation Reaction
MA,Sheng-Ming DUAN,De-HuiState Key Laboratory of Organometallic Chemistry. Synthesis of (+) or (‐)‐2‐(8′‐Diphenylphosphino‐1′‐naphthyl) oxazoline Ligands and Their Application in Pd‐Catalyzed Allylic Alkylation Reaction[J]. Chinese Journal of Chemistry, 2002, 20(11): 1363-1368. DOI: 10.1002/cjoc.20020201135
Authors:MA  Sheng-Ming DUAN  De-HuiState Key Laboratory of Organometallic Chemistry
Affiliation:MA,Sheng-Ming DUAN,De-HuiState Key Laboratory of Organometallic Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai 200032,China
Abstract:We synthesized optically active 2‐(8′‐diphenylphosphino‐1′‐naphthyl) oxazoline ligands by palladium‐catalyzed coupling reactions of (trimethylsilyl)diphenylphosphine with 2‐(8′‐bromo‐1'‐naphthyl)oxazolines, which, in turn, were prepared from 8‐bromo‐1‐naphthoyl chloride by the reaction with natural optical active amino alcohols. Pd‐Catalyzed allylic alkylation reaction induced by these chiral ligands gave the allylic substituted products in high yields and moderate ee values.
Keywords:2‐(8′‐diphenylphosphino‐1′‐naphtyl) oxazoline  Pd catalysis  allylic alkylation
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