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Selective Approaches to α- and β-Arylated Vinyl Ethers.


ABSTRACT: We developed simple and efficient protocols for palladium-catalyzed regioselective α- and β-arylations of structurally diverse vinyl ethers. Both catalytic methods proceed under relatively mild reactions conditions applying to a broad substrate range including more complex compounds providing arylated glucal or isochromene. Lacking the common requirement of a large reagent excess, the transformations are highly economic and limiting the waste production. Results from computational studies (DFT) provided insight into the key factors determining the pronounced regioselectivities of the investigated reactions.

SUBMITTER: Domzalska-Pieczykolan A 

PROVIDER: S-EPMC9299197 | biostudies-literature | 2022 Jan

REPOSITORIES: biostudies-literature

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Selective Approaches to α- and β-Arylated Vinyl Ethers.

Domzalska-Pieczykolan Anna A   Funes-Ardoiz Ignacio I   Furman Bartłomiej B   Bolm Carsten C  

Angewandte Chemie (International ed. in English) 20211123 1


We developed simple and efficient protocols for palladium-catalyzed regioselective α- and β-arylations of structurally diverse vinyl ethers. Both catalytic methods proceed under relatively mild reactions conditions applying to a broad substrate range including more complex compounds providing arylated glucal or isochromene. Lacking the common requirement of a large reagent excess, the transformations are highly economic and limiting the waste production. Results from computational studies (DFT)  ...[more]

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