title: Gold-catalysed cascade rearrangements of ynamide propargyl esters.
abstract: The Au(I)-catalysed rearrangement of propargylic esters formed from an ynamide has been studied. The reaction is facile, and when conducted in the presence of a reactive indole nucleophile, leads to a cascade process whereby γ-indolyl α-acyloxyenamides are formed in good yield and excellent E-stereoselectivity.
authors: Department of Chemistry, University of Bath, Claverton Down, UK BA2 7AY.
authors: Stephen J
authors: SJ
authors: Heffernan
authors: James M
authors: JM
authors: Beddoes
authors: Mary F
authors: MF
authors: Mahon
authors: Alan J
authors: AJ
authors: Hennessy
authors: David R
authors: DR
authors: Carbery
mesh_terms: D000480:Alkynes / Q000737:chemistry; D000577:Amides / Q000737:chemistry*; D002384:Catalysis; D018360:Crystallography, X-Ray; D004952:Esters; D006046:Gold / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry; D008968:Molecular Conformation; D013237:Stereoisomerism
chemical_list: D000480:Alkynes; D000577:Amides; D004952:Esters; D007211:Indoles; D006046:Gold; C030374:indole