A new catalytic methodology for the direct dearomatization of substituted 2-naphthols via intermolecular con-densation with allenamides is presented. PPh3AuTFA (5 mol%) promotes the formal allylating dearomative pro-tocol in mild conditions, large scope (24 examples) and high regio- and stereoselectivity. The synergistic catalytic role played by the [PPh3Au]+ (-acid) and TFA- (Lewis base) is highlighted.
PPh3AuTFA “dual-catalysis” in the dearomatization of 2-naphthols with allenamides / J. An, L. Lombardi, S. Grilli, M. Bandini. - In: ORGANIC LETTERS. - ISSN 1523-7052. - ELETTRONICO. - 20:(2018), pp. 7380-7383. [10.1021/acs.orglett.8b03018]
PPh3AuTFA “dual-catalysis” in the dearomatization of 2-naphthols with allenamides
J. AnMethodology
;L. LombardiMethodology
;S. GrilliMethodology
;M. Bandini
2018
Abstract
A new catalytic methodology for the direct dearomatization of substituted 2-naphthols via intermolecular con-densation with allenamides is presented. PPh3AuTFA (5 mol%) promotes the formal allylating dearomative pro-tocol in mild conditions, large scope (24 examples) and high regio- and stereoselectivity. The synergistic catalytic role played by the [PPh3Au]+ (-acid) and TFA- (Lewis base) is highlighted.| File | Dimensione | Formato | |
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