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Synthesis of Alkenylphosphonates through Palladium-Catalyzed Coupling of alpha-Diazo Phosphonates with Benzyl or Allyl Halides
Zhou, Yujing ; Ye, Fei ; Wang, Xi ; Xu, Shuai ; Zhang, Yan ; Wang, Jianbo
刊名JOURNAL OF ORGANIC CHEMISTRY
2015
关键词SUBSTITUTED ALPHA,BETA-UNSATURATED PHOSPHONATES DYNAMIC KINETIC RESOLUTION ASYMMETRIC HYDROGENATION ENANTIOSELECTIVE SYNTHESIS DIAZOCARBONYL COMPOUNDS OXIDATIVE ADDITION N-TOSYLHYDRAZONES CROSS-METATHESIS ALKYNES EFFICIENT
DOI10.1021/acs.joc.5b00629
英文摘要An efficient method for the synthesis of organophosphonates through palladium-catalyzed coupling of a-diazo phosphonates with benzyl or allyl halides has been developed. Trisubstituted alkenylphosphonates bearing versatile functional groups can be easily accessed in good yields and with excellent stereoselectivity through this method. Moreover, with similar strategy a-substituted vinylphosphonates can also be attained by the palladium-catalyzed coupling reaction of N-tosylhydrazones and aryl bromides. Migratory insertion of palladium carbene is proposed as the key step in this reaction.; National Basic Research Program of China (973 Program) [2012CB821600]; National Natural Science Foundation of China [21472004, 21332002]; SCI(E); EI; PubMed; ARTICLE; wangjb@pku.edu.cn; 12; 6109-6118; 80
语种英语
内容类型期刊论文
源URL[http://ir.pku.edu.cn/handle/20.500.11897/419190]  
专题化学与分子工程学院
推荐引用方式
GB/T 7714
Zhou, Yujing,Ye, Fei,Wang, Xi,et al. Synthesis of Alkenylphosphonates through Palladium-Catalyzed Coupling of alpha-Diazo Phosphonates with Benzyl or Allyl Halides[J]. JOURNAL OF ORGANIC CHEMISTRY,2015.
APA Zhou, Yujing,Ye, Fei,Wang, Xi,Xu, Shuai,Zhang, Yan,&Wang, Jianbo.(2015).Synthesis of Alkenylphosphonates through Palladium-Catalyzed Coupling of alpha-Diazo Phosphonates with Benzyl or Allyl Halides.JOURNAL OF ORGANIC CHEMISTRY.
MLA Zhou, Yujing,et al."Synthesis of Alkenylphosphonates through Palladium-Catalyzed Coupling of alpha-Diazo Phosphonates with Benzyl or Allyl Halides".JOURNAL OF ORGANIC CHEMISTRY (2015).
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