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Allylic cross-coupling using aromatic aldehydes as ?-alkoxyalkyl anions.

ABSTRACT: The allylic cross-coupling using aromatic aldehydes as ?-alkoxyalkyl anions is described. The synergistic palladium/copper-catalyzed reaction of aromatic aldehydes, allylic carbonates, and a silylboronate produces the corresponding homoallylic alcohol derivatives. This process involves the catalytic formation of a nucleophilic ?-silyloxybenzylcopper(I) species and the subsequent palladium-catalyzed allylic substitution.

SUBMITTER: Yuasa A

PROVIDER: S-EPMC7034225 | biostudies-literature | 2020

REPOSITORIES: biostudies-literature

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Allylic cross-coupling using aromatic aldehydes as α-alkoxyalkyl anions.

Yuasa Akihiro A Nagao Kazunori K Ohmiya Hirohisa H

Beilstein journal of organic chemistry 20200207

The allylic cross-coupling using aromatic aldehydes as α-alkoxyalkyl anions is described. The synergistic palladium/copper-catalyzed reaction of aromatic aldehydes, allylic carbonates, and a silylboronate produces the corresponding homoallylic alcohol derivatives. This process involves the catalytic formation of a nucleophilic α-silyloxybenzylcopper(I) species and the subsequent palladium-catalyzed allylic substitution. ...[more]

PMID: 32117475

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