PPhAuTFA Catalyzed in the Dearomatization of 2-Naphthols with Allenamides.

Org Lett

Dipartimento di Chimica "G. Ciamician" , Alma Mater Studiorum-Università di Bologna, Via Selmi 2 , 4016 , Bologna , Italy.

Published: December 2018

A new catalytic methodology for the direct dearomatization of substituted 2-naphthols via intermolecular condensation with allenamides is presented. PPhAuTFA (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 [PPhAu] (π-acid) and TFA (Lewis base) is highlighted.

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.orglett.8b03018DOI Listing

Publication Analysis

Top Keywords

pphautfa catalyzed
4
catalyzed dearomatization
4
dearomatization 2-naphthols
4
2-naphthols allenamides
4
allenamides catalytic
4
catalytic methodology
4
methodology direct
4
direct dearomatization
4
dearomatization substituted
4
substituted 2-naphthols
4

Similar Publications

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!