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Catalytic enantioselective synthesis of fluoromethylated stereocenters by asymmetric hydrogenation.


ABSTRACT: Fluoromethyl groups possess specific steric and electronic properties and serve as a bioisostere of alcohol, thiol, nitro, and other functional groups, which are important in an assortment of molecular recognition processes. Herein we report a catalytic method for the asymmetric synthesis of a variety of enantioenriched products bearing fluoromethylated stereocenters with excellent yields and enantioselectivities. Various N,P-ligands were designed and applied in the hydrogenation of fluoromethylated olefins and vinyl fluorides.

SUBMITTER: Yang J 

PROVIDER: S-EPMC9337738 | biostudies-literature | 2022 Jul

REPOSITORIES: biostudies-literature

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Catalytic enantioselective synthesis of fluoromethylated stereocenters by asymmetric hydrogenation.

Yang Jianping J   Ponra Sudipta S   Li Xingzhen X   Peters Bram B C BBC   Massaro Luca L   Zhou Taigang T   Andersson Pher G PG  

Chemical science 20220629 29


Fluoromethyl groups possess specific steric and electronic properties and serve as a bioisostere of alcohol, thiol, nitro, and other functional groups, which are important in an assortment of molecular recognition processes. Herein we report a catalytic method for the asymmetric synthesis of a variety of enantioenriched products bearing fluoromethylated stereocenters with excellent yields and enantioselectivities. Various N,P-ligands were designed and applied in the hydrogenation of fluoromethyl  ...[more]

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