4.8 Article

Manganese-Catalyzed Asymmetric Oxidation of Methylene C-H of Spirocyclic Oxindoles and Dihydroquinolinones with Hydrogen Peroxide

Journal

ORGANIC LETTERS
Volume 21, Issue 3, Pages 618-622

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b03652

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Funding

  1. National Natural Science Foundation of China [21773273, 21473226]
  2. Key Research Program of Frontier Sciences, CAS [QYZDJ-SSW-SLH051]
  3. Natural Science Foundation of Jiangsu Province [BK20170420]

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A highly efficient strategy for the enantioselective oxidation of methylene C-H of spirocyclic oxindoles and dihydroquinolinones has been established, in which an earth-abundant manganese catalyst and hydrogen peroxide are used. Noteworthy, the manganese catalyst can be applied to the asymmetric hydroxylation of spirocyclic 2,3-dihydroquinolin-4-ones with 94-99% ee.

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