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[(NHC)Au-I]-Catalyzed rearrangement of allylic acetates

(2007) ORGANIC LETTERS. 9(14). p.2653-2656
Author
Organization
Abstract
{NHC)AuCl] complexes (NHC = N-heterocyclic carbene), in conjunction with a silver salt, were found to efficiently catalyze the rearrangement of allylic acetates under both conventional and microwave-assisted heating. The optimization of several reaction parameters (solvent, silver salt, and ligand) as well as a study of the reaction scope are reported. The steric hindrance of the ligand bound to gold was found crucial for the outcome of the reaction as only extremely bulky ligands permitted the isomerization.
Keywords
GOLD(I)-CATALYZED INTRAMOLECULAR HYDROAMINATION, N-HETEROCYCLIC CARBENES, PROPARGYLIC ESTERS, GOLD CATALYSIS, EFFICIENT FORMATION, ORGANIC-SYNTHESIS, ISOMERIZATION, ALKENES, ACCESS, CYCLOISOMERIZATION

Citation

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MLA
Marion, Nicolas, Ronan Gealageas, and Steven Nolan. “[(NHC)Au-I]-Catalyzed Rearrangement of Allylic Acetates.” ORGANIC LETTERS 9.14 (2007): 2653–2656. Print.
APA
Marion, Nicolas, Gealageas, R., & Nolan, S. (2007). [(NHC)Au-I]-Catalyzed rearrangement of allylic acetates. ORGANIC LETTERS, 9(14), 2653–2656.
Chicago author-date
Marion, Nicolas, Ronan Gealageas, and Steven Nolan. 2007. “[(NHC)Au-I]-Catalyzed Rearrangement of Allylic Acetates.” Organic Letters 9 (14): 2653–2656.
Chicago author-date (all authors)
Marion, Nicolas, Ronan Gealageas, and Steven Nolan. 2007. “[(NHC)Au-I]-Catalyzed Rearrangement of Allylic Acetates.” Organic Letters 9 (14): 2653–2656.
Vancouver
1.
Marion N, Gealageas R, Nolan S. [(NHC)Au-I]-Catalyzed rearrangement of allylic acetates. ORGANIC LETTERS. 2007;9(14):2653–6.
IEEE
[1]
N. Marion, R. Gealageas, and S. Nolan, “[(NHC)Au-I]-Catalyzed rearrangement of allylic acetates,” ORGANIC LETTERS, vol. 9, no. 14, pp. 2653–2656, 2007.
@article{8169807,
  abstract     = {{NHC)AuCl] complexes (NHC = N-heterocyclic carbene), in conjunction with a silver salt, were found to efficiently catalyze the rearrangement of allylic acetates under both conventional and microwave-assisted heating. The optimization of several reaction parameters (solvent, silver salt, and ligand) as well as a study of the reaction scope are reported. The steric hindrance of the ligand bound to gold was found crucial for the outcome of the reaction as only extremely bulky ligands permitted the isomerization.},
  author       = {Marion, Nicolas and Gealageas, Ronan and Nolan, Steven},
  issn         = {1523-7060},
  journal      = {ORGANIC LETTERS},
  keywords     = {GOLD(I)-CATALYZED INTRAMOLECULAR HYDROAMINATION,N-HETEROCYCLIC CARBENES,PROPARGYLIC ESTERS,GOLD CATALYSIS,EFFICIENT FORMATION,ORGANIC-SYNTHESIS,ISOMERIZATION,ALKENES,ACCESS,CYCLOISOMERIZATION},
  language     = {eng},
  number       = {14},
  pages        = {2653--2656},
  title        = {[(NHC)Au-I]-Catalyzed rearrangement of allylic acetates},
  url          = {http://dx.doi.org/10.1021/ol070843w},
  volume       = {9},
  year         = {2007},
}

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