4.7 Article

Catalytic asymmetric oxidative carbonylation-induced kinetic resolution of sterically hindered benzylamines to chiral isoindolinones

Journal

CHEMICAL COMMUNICATIONS
Volume 57, Issue 14, Pages 1778-1781

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d0cc07218d

Keywords

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Funding

  1. National Natural Science Foundation of China [NSFC 21702211, 21773051, 21703051, 21801056]
  2. Natural Science Foundation of Jiangsu Province [BK20170421]
  3. Zhejiang Provincial Natural Science Foundation of China [LZ18B020001]

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This study achieved highly enantioselective kinetic resolution of sterically hindered benzylamines for the first time through transition-metal-catalyzed oxidative carbonylation, providing a new approach to chiral isoindolinones (er up to 97:3). The origin of chemoselectivity and stereoselectivity was confirmed by density functional theory (DFT) calculations.
A highly enantioselective kinetic resolution of sterically hindered benzylamines has been achieved for the first time through transition-metal-catalyzed oxidative carbonylation, in which the new KR strategy offered a new approach to afford chiral isoindolinones (er up to 97 : 3) and the origin of chemoselectivity and stereoselectivity was confirmed by density functional theory (DFT) calculations.

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