4.8 Article

Catalytic Asymmetric [3+2] Cyclization Reactions of 3-lsothiocyanato Oxindoles and Alkynyl Ketones Via an in Situ Generated Magnesium Catalyst

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ORGANIC LETTERS
卷 17, 期 17, 页码 4260-4263

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b02052

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资金

  1. NSFC [91213302, 91413107, 81473095, 21432003]
  2. National S&T Major Project of China [2012ZX09504001-003]
  3. Program for Chang-jiang Scholars and Innovative Research Team in University [PCSIRT: IRT1137]
  4. Innovation Group of Gansu Province [1210RIIA002]

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A highly enantioselective formal [3 + 2] cycloaddition reaction between 3-isothiocyanato oxindoles and alkynyl ketones is reported for the first time. An oxazoline OH type chiral ligand derived from o-hydroxyphenylacetic acid is employed to generate an effective magnesium catalyst in the current cyclization reaction and give serials of chiral spirocodndoles with good chemical yields and enantioselectivities.

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