Intermolecular hydroamination of allenes with N-unsubstituted carbamates catalyzed by a gold(I) N-heterocyclic carbene complex.

Journal Article (Journal Article)

Reaction of 2,3-pentadienyl benzoate with benzyl carbamate catalyzed by a 1:1 mixture of (NHC)AuCl and AgOTf in dioxane at 23 degrees C for 5 h led to isolation of (E)-4-(benzyloxycarbonylamino)-2-pentenyl benzoate in 84% yield as a single regio- and diastereomer. Gold(I)-catalyzed hydroamination was effective for a number of N-unsubstituted carbamates and a range of substituted allenes.

Full Text

Duke Authors

Cited Authors

  • Kinder, RE; Zhang, Z; Widenhoefer, RA

Published Date

  • July 2008

Published In

Volume / Issue

  • 10 / 14

Start / End Page

  • 3157 - 3159

PubMed ID

  • 18570376

Pubmed Central ID

  • PMC2727634

Electronic International Standard Serial Number (EISSN)

  • 1523-7052

International Standard Serial Number (ISSN)

  • 1523-7060

Digital Object Identifier (DOI)

  • 10.1021/ol8010858


  • eng