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Quinone-catalyzed oxidative deformylation: synthesis of imines from amino alcohols.


ABSTRACT: A new method for imine synthesis by way of quinone-catalyzed oxidative deformylation of 1,2-amino alcohols is reported. A wide range of readily accessible amino alcohols and primary amines can be reacted to provide N-protected imine products. The methodology presented provides a novel organocatalytic approach for imine synthesis and demonstrates the synthetic versatility of quinone-catalyzed oxidative C-C bond cleavage.

SUBMITTER: Liu X 

PROVIDER: S-EPMC5753116 | biostudies-literature | 2017

REPOSITORIES: biostudies-literature

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Quinone-catalyzed oxidative deformylation: synthesis of imines from amino alcohols.

Liu Xinyun X   Phan Johnny H JH   Haugeberg Benjamin J BJ   Londhe Shrikant S SS   Clift Michael D MD  

Beilstein journal of organic chemistry 20171228


A new method for imine synthesis by way of quinone-catalyzed oxidative deformylation of 1,2-amino alcohols is reported. A wide range of readily accessible amino alcohols and primary amines can be reacted to provide N-protected imine products. The methodology presented provides a novel organocatalytic approach for imine synthesis and demonstrates the synthetic versatility of quinone-catalyzed oxidative C-C bond cleavage. ...[more]

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