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

Publication ,  Journal Article
Kinder, RE; Zhang, Z; Widenhoefer, RA
Published in: Organic letters
July 2008

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.

Duke Scholars

Published In

Organic letters

DOI

EISSN

1523-7052

ISSN

1523-7060

Publication Date

July 2008

Volume

10

Issue

14

Start / End Page

3157 / 3159

Related Subject Headings

  • Stereoisomerism
  • Organogold Compounds
  • Organic Chemistry
  • Molecular Structure
  • Methane
  • Combinatorial Chemistry Techniques
  • Catalysis
  • Carbamates
  • Benzoates
  • Alkadienes
 

Citation

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ICMJE
MLA
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Kinder, R. E., Zhang, Z., & Widenhoefer, R. A. (2008). Intermolecular hydroamination of allenes with N-unsubstituted carbamates catalyzed by a gold(I) N-heterocyclic carbene complex. Organic Letters, 10(14), 3157–3159. https://doi.org/10.1021/ol8010858
Kinder, Robert E., Zhibin Zhang, and Ross A. Widenhoefer. “Intermolecular hydroamination of allenes with N-unsubstituted carbamates catalyzed by a gold(I) N-heterocyclic carbene complex.Organic Letters 10, no. 14 (July 2008): 3157–59. https://doi.org/10.1021/ol8010858.
Kinder, Robert E., et al. “Intermolecular hydroamination of allenes with N-unsubstituted carbamates catalyzed by a gold(I) N-heterocyclic carbene complex.Organic Letters, vol. 10, no. 14, July 2008, pp. 3157–59. Epmc, doi:10.1021/ol8010858.
Journal cover image

Published In

Organic letters

DOI

EISSN

1523-7052

ISSN

1523-7060

Publication Date

July 2008

Volume

10

Issue

14

Start / End Page

3157 / 3159

Related Subject Headings

  • Stereoisomerism
  • Organogold Compounds
  • Organic Chemistry
  • Molecular Structure
  • Methane
  • Combinatorial Chemistry Techniques
  • Catalysis
  • Carbamates
  • Benzoates
  • Alkadienes