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BIBTEX RIS

PPh 3 AuTFA Catalyzed in the Dearomatization of 2-Naphthols with Allenamides

2018; American Chemical Society; Volume: 20; Issue: 23 Linguagem: Inglês

10.1021/acs.orglett.8b03018

ISSN

1523-7060

Autores

Juzeng An, Lorenzo Lombardi, Stefano Grilli, Marco Bandini,

Tópico(s)

Cyclopropane Reaction Mechanisms

Resumo

A new catalytic methodology for the direct dearomatization of substituted 2-naphthols via intermolecular condensation with allenamides is presented. PPh3AuTFA (5 mol %) promotes the formal allylating dearomative protocol under mild conditions, large scope (24 examples), and high regioselectivity and stereoselectivity. The synergistic catalytic role played by the [PPh3Au]+ (π-acid) and TFA– (Lewis base) is highlighted.

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