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PPh3AuTFA Catalyzed in the Dearomatization of 2-Naphthols with Allenamides.
An, Juzeng; Lombardi, Lorenzo; Grilli, Stefano; Bandini, Marco.
Affiliation
  • An J; Dipartimento di Chimica "G. Ciamician" , Alma Mater Studiorum-Università di Bologna , Via Selmi 2 , 4016 , Bologna , Italy.
  • Lombardi L; Dipartimento di Chimica "G. Ciamician" , Alma Mater Studiorum-Università di Bologna , Via Selmi 2 , 4016 , Bologna , Italy.
  • Grilli S; Dipartimento di Chimica "G. Ciamician" , Alma Mater Studiorum-Università di Bologna , Via Selmi 2 , 4016 , Bologna , Italy.
  • Bandini M; Dipartimento di Chimica "G. Ciamician" , Alma Mater Studiorum-Università di Bologna , Via Selmi 2 , 4016 , Bologna , Italy.
Org Lett ; 20(23): 7380-7383, 2018 12 07.
Article in En | MEDLINE | ID: mdl-30417649
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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Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Org Lett Journal subject: BIOQUIMICA Year: 2018 Document type: Article Affiliation country: Italia Country of publication: Estados Unidos
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Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Org Lett Journal subject: BIOQUIMICA Year: 2018 Document type: Article Affiliation country: Italia Country of publication: Estados Unidos