Asymmetric α-Pentadienylation of β-Ketocarbonyls and Aldehydes by Synergistic Pd/Chiral Primary Amine Catalysis  

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作  者:Chang You Sanzhong Luo 

机构地区:[1]Center of Basic Molecular Science,Department of Chemistry,Tsinghua University,Beijing,100084 China

出  处:《Chinese Journal of Chemistry》2023年第24期3533-3538,共6页中国化学(英文版)

基  金:the Natural Science Foundation of China(21861132003 and 22031006);Tsinghua University Initiative Scientific Research Program for financial support.

摘  要:Direct alkylation with skipped enynes or cyclopropropylacetylenes represents an ideal process for the installation of pentadienyl group in terms of atom- and step-economy.The development of catalytic asymmetric versions has been frequently pursued and most of the successes have been achieved with enolizable aldehydes.We herein describe a synergistic chiral primary amine/Pd catalysis for asymmetric α-pentadienylation of β-ketocarbonyls and aldehydes with skipped enynes or cyclopropropylacetylenes.The reaction features the construction of acyclic all-carbon quaternary centers with high enantioselectivity,and good functional group tolerance and scalability.

关 键 词:α-Pentadienylation Synergistic catalysis Chiral primary amine Pd catalysis Hydrocarbons 

分 类 号:O62[理学—有机化学]

 

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