4.7 Article

Phosphine-catalyzed [3+2] cycloadditions of trifluoromethyl enynes/enediynes with allenoates: access to cyclopentenes containing a CF3-substituted quaternary carbon center

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 7, Issue 21, Pages 3399-3405

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d0qo00807a

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Funding

  1. National Natural Science Foundation of China [21801050, 21905089]
  2. Scientific Research Project of Guangzhou Municipal Colleges and Universities [201831816]

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Herein, the first use of trifluoromethyl-substituted enynes/enediynes as non-classical electron-deficient olefins for phosphine-catalyzed [3 + 2] cycloaddition with allenoates is reported. This reaction occurs with excellent regioselectivity under mild conditions, affording alkyne- and diyne-tethered cyclopentene derivatives containing a CF3-substituted quaternary carbon center in moderate to good yields.

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