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Palladium-catalyzed enantioselective 1,1-fluoroarylation of aminoalkenes.

ABSTRACT: The development of an enantioselective palladium-catalyzed 1,1-fluoroarylation of unactivated aminoalkenes is described. The reaction uses arylboronic acids as the arene source and Selectfluor as the fluorine source to generate benzylic fluorides in good yields with excellent enantioselectivities. This transformation, likely proceeding through an oxidative Heck mechanism, affords 1,1-difunctionalized alkene products.

SUBMITTER: He Y

PROVIDER: S-EPMC4601482 | biostudies-literature | 2015 Sep

REPOSITORIES: biostudies-literature

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Palladium-catalyzed enantioselective 1,1-fluoroarylation of aminoalkenes.

He Ying Y Yang Zhenyu Z Thornbury Richard T RT Toste F Dean FD

Journal of the American Chemical Society 20150917 38

The development of an enantioselective palladium-catalyzed 1,1-fluoroarylation of unactivated aminoalkenes is described. The reaction uses arylboronic acids as the arene source and Selectfluor as the fluorine source to generate benzylic fluorides in good yields with excellent enantioselectivities. This transformation, likely proceeding through an oxidative Heck mechanism, affords 1,1-difunctionalized alkene products. ...[more]

PMID: 26378886

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