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Palladium-Catalyzed Dearomative syn-1,4-Carboamination.

ABSTRACT: A dearomative 1,4-carboamination of arenes has been achieved using arenophile cycloaddition and subsequent palladium-catalyzed substitution with nonstabilized lithium enolates. This protocol delivers products with exclusive syn-1,4-selectivity and can be also conducted in an asymmetric fashion. The method allows rapid dearomative difunctionalization of simple aromatic compounds into functional small molecules amenable to further diversification.

SUBMITTER: Okumura M 

PROVIDER: S-EPMC5971112 | biostudies-other | 2017 Dec

REPOSITORIES: biostudies-other

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Palladium-Catalyzed Dearomative syn-1,4-Carboamination.

Okumura Mikiko M   Shved Alexander S AS   Sarlah David D  

Journal of the American Chemical Society 20171205 49

A dearomative 1,4-carboamination of arenes has been achieved using arenophile cycloaddition and subsequent palladium-catalyzed substitution with nonstabilized lithium enolates. This protocol delivers products with exclusive syn-1,4-selectivity and can be also conducted in an asymmetric fashion. The method allows rapid dearomative difunctionalization of simple aromatic compounds into functional small molecules amenable to further diversification. ...[more]