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Asymmetric Semipinacol Rearrangement Enabled by Copper-Catalyzed Propargylic Alkylation

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收录情况: ◇ SCIE

机构: [1]State Key Laboratory of Structural Chemistry, Center for Excellence in Molecular Synthesis, Fujian Institute of Research on the Structure of Matter, University of Chinese Academy of Sciences, Fuzhou 350100, People’s Republic of China [2]College of Chemistry and Materials Science, Fujian Normal University, Fuzhou 350007, People’s Republic of China [3]Orthopedics Department, Guangdong Provincial Hospital of Traditional Chinese Medicine, Guangzhou 510120, People’s Republic of China
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关键词: copper catalysis propargylic alkylation semipinacol rearrangement quaternary stereocenter cyclopentanone

摘要:
The merger of two powerful synthetic strategies, i.e., asymmetric semipinacol-type rearrangement and transition-metal-catalyzed propargylic alkylation, has been achieved, delivering a range of enantioenriched cyclo- and heterocyclopentanones with alpha- alkynylated quaternary stereocenters. Such types of products are challenging to obtain using other methods, and their synthetic value has been demonstrated in a variety of further transformations. The work represents a distinctive mode inducing asymmetric 1,2-carbon migration and further expands the scope of propargylic substitution.

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基金编号: 22071242 21871260 XDB20000000 2021J01522

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出版当年[2021]版:
大类 | 1 区 化学
小类 | 1 区 物理化学
最新[2025]版:
大类 | 1 区 化学
小类 | 1 区 物理化学
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出版当年[2020]版:
Q1 CHEMISTRY, PHYSICAL
最新[2023]版:
Q1 CHEMISTRY, PHYSICAL

影响因子: 最新[2023版] 最新五年平均 出版当年[2020版] 出版当年五年平均 出版前一年[2019版] 出版后一年[2021版]

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第一作者机构: [1]State Key Laboratory of Structural Chemistry, Center for Excellence in Molecular Synthesis, Fujian Institute of Research on the Structure of Matter, University of Chinese Academy of Sciences, Fuzhou 350100, People’s Republic of China
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通讯作者:
通讯机构: [1]State Key Laboratory of Structural Chemistry, Center for Excellence in Molecular Synthesis, Fujian Institute of Research on the Structure of Matter, University of Chinese Academy of Sciences, Fuzhou 350100, People’s Republic of China [*1]State Key Laboratory of Structural Chemistry, Center for Excellence in Molecular Synthesis, Fujian Institute of Research on the Structure of Matter, University of Chinese Academy of Sciences, Fuzhou 350100, People’s Republic of China
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