Boronic Acid/Palladium Hybrid Catalysis for Regioselective <i>O</i>-Allylation of Carbohydrates.

Nakamura, Yuki; Irisawa, Kazuma; Makino, Kazuishi; Shimada, Naoyuki

Boronic Acid/Palladium Hybrid Catalysis for Regioselective O-Allylation of Carbohydrates.

Nakamura, Yuki; Irisawa, Kazuma; Makino, Kazuishi; Shimada, Naoyuki.

Afiliação

Nakamura Y; Laboratory of Organic Chemistry for Drug Development and Medical Research Laboratories, Department of Pharmaceutical Sciences, Kitasato University, Tokyo 108-8641, Japan.
Irisawa K; Laboratory of Organic Chemistry for Molecular Transformations, Department of Chemistry and the Institute of Natural Sciences, Nihon University, Tokyo 156-8550, Japan.
Makino K; Laboratory of Organic Chemistry for Drug Development and Medical Research Laboratories, Department of Pharmaceutical Sciences, Kitasato University, Tokyo 108-8641, Japan.
Shimada N; Laboratory of Organic Chemistry for Molecular Transformations, Department of Chemistry and the Institute of Natural Sciences, Nihon University, Tokyo 156-8550, Japan.

J Org Chem ; 89(2): 1320-1330, 2024 Jan 19.

Article em En | MEDLINE | ID: mdl-38194418

ABSTRACT

ABSTRACT

Novel imidazole-containing boronic acid and palladium hybrid catalysis for regioselective O-allylation of carbohydrates has been developed. This catalytic process enables the introduction of a useful allyl functional group into the equatorial hydroxy group of cis-1,2-diols of various carbohydrates with low catalyst loading and excellent regioselectivities. This is the first report on hybrid catalysis in combination with a Lewis base-containing boronic acid and a transition metal complex.

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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: J Org Chem Ano de publicação: 2024 Tipo de documento: Article País de afiliação: Japão

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