PPh<sub>3</sub>AuTFA Catalyzed in the Dearomatization of 2‑Naphthols with Allenamides
journal contribution
posted on 2018-11-12, 12:50 authored by Juzeng An, Lorenzo Lombardi, Stefano Grilli, Marco BandiniA new
catalytic methodology for the direct dearomatization of substituted
2-naphthols via intermolecular condensation with allenamides is presented.
PPh<sub>3</sub>AuTFA (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 [PPh<sub>3</sub>Au]<sup>+</sup> (π-acid)
and TFA<sup>–</sup> (Lewis base) is highlighted.
History
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