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PPh3AuTFA Catalyzed in the Dearomatization of 2-Naphthols with Allenamides

Authors :
An, Juzeng
Lombardi, Lorenzo
Grilli, Stefano
Bandini, Marco
Source :
Organic Letters; November 2018, Vol. 20 Issue: 23 p7380-7383, 4p
Publication Year :
2018

Abstract

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.

Details

Language :
English
ISSN :
15237060 and 15237052
Volume :
20
Issue :
23
Database :
Supplemental Index
Journal :
Organic Letters
Publication Type :
Periodical
Accession number :
ejs47013188
Full Text :
https://doi.org/10.1021/acs.orglett.8b03018