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Nickel-Catalyzed Dearomative trans-1,2-Carboamination.


ABSTRACT: We describe the development of an arenophile-mediated, nickel-catalyzed dearomative trans-1,2-carboamination protocol. A range of readily available aromatic compounds was converted to the corresponding dienes using Grignard reagents as nucleophiles. This strategy provided products with exclusive trans-selectivity and high enantioselectivity was observed in case of benzene and naphthalene. The utility of this methodology was showcased by controlled and stereoselective preparation of small, functionalized molecules.

SUBMITTER: Hernandez LW 

PROVIDER: S-EPMC5971658 | biostudies-literature | 2018 Apr

REPOSITORIES: biostudies-literature

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Nickel-Catalyzed Dearomative trans-1,2-Carboamination.

Hernandez Lucas W LW   Klöckner Ulrich U   Pospech Jola J   Hauss Lilian L   Sarlah David D  

Journal of the American Chemical Society 20180323 13


We describe the development of an arenophile-mediated, nickel-catalyzed dearomative trans-1,2-carboamination protocol. A range of readily available aromatic compounds was converted to the corresponding dienes using Grignard reagents as nucleophiles. This strategy provided products with exclusive trans-selectivity and high enantioselectivity was observed in case of benzene and naphthalene. The utility of this methodology was showcased by controlled and stereoselective preparation of small, functi  ...[more]

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