Documentation scienceplus.abes.fr version Bêta

À propos de : Highly Active Au(I) Catalyst for the Intramolecularexo-Hydrofunctionalization of Allenes with Carbon, Nitrogen,and Oxygen Nucleophiles        

AttributsValeurs
type
Is Part Of
Subject
Title
  • Highly Active Au(I) Catalyst for the Intramolecularexo-Hydrofunctionalization of Allenes with Carbon, Nitrogen,and Oxygen Nucleophiles
has manifestation of work
related by
Author
Abstract
  • Reaction of benzyl (2,2-diphenyl-4,5-hexadienyl)carbamate (4) with a catalytic 1:1 mixture ofAu[P(t-Bu)2(o-biphenyl)]Cl (2) and AgOTf (5 mol %) in dioxane at 25 °C for 45 min led to isolation of benzyl4,4-diphenyl-2-vinylpyrrolidine-1-carboxylate (5) in 95% yield. The Au(I)-catalyzed intramolecular hydroamination of N-allenyl carbamates tolerated substitution at the alkyl and allenyl carbon atoms and was effectivefor the formation of piperidine derivatives. γ-Hydroxy and δ-hydroxy allenes also underwent Au-catalyzedintramolecular hydroalkoxylation within minutes at room temperature to form the corresponding oxygenheterocycles in good yield with high exo-selectivity. 2-Allenyl indoles underwent Au-catalyzed intramolecularhydroarylation within minutes at room temperature to form 4-vinyl tetrahydrocarbazoles in good yield. Au-catalyzed cyclization of N-allenyl carbamates, allenyl alcohols, and 2-allenyl indoles that possessed anaxially chiral allenyl moiety occurred with transfer of chirality from the allenyl moiety to the newly formedstereogenic tetrahedral carbon atom.
article type
is part of this journal



Alternative Linked Data Documents: ODE     Content Formats:       RDF       ODATA       Microdata