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Palladium(ii)-catalyzed γ-selective hydroarylation of alkenyl carbonyl compounds with arylboronic acids.


ABSTRACT: A catalytic γ-selective syn-hydroarylation of alkenyl carbonyl compounds using arylboronic acids has been developed using a substrate directivity approach with a palladium(ii) catalyst. This method tolerates a wide range of functionalized (hetero)arylboronic acids and a variety of substitution patterns on the alkene. Preliminary mechanistic studies suggest that transmetalation is rate-limiting.

SUBMITTER: Matsuura R 

PROVIDER: S-EPMC6247822 | biostudies-other | 2018 Nov

REPOSITORIES: biostudies-other

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Palladium(ii)-catalyzed γ-selective hydroarylation of alkenyl carbonyl compounds with arylboronic acids.

Matsuura Rei R   Jankins Tanner C TC   Hill David E DE   Yang Kin S KS   Gallego Gary M GM   Yang Shouliang S   He Mingying M   Wang Fen F   Marsters Rohan P RP   McAlpine Indrawan I   Engle Keary M KM  

Chemical science 20180906 44


A catalytic γ-selective <i>syn</i>-hydroarylation of alkenyl carbonyl compounds using arylboronic acids has been developed using a substrate directivity approach with a palladium(ii) catalyst. This method tolerates a wide range of functionalized (hetero)arylboronic acids and a variety of substitution patterns on the alkene. Preliminary mechanistic studies suggest that transmetalation is rate-limiting. ...[more]

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