Abstract The substrate scope of the gold-catalyzed cyclization of nonterminal propargylic amides to oxazolines and oxazines was investigated. Sixteen alkyl-substituted and 35 aryl- substited substrates were prepared by a very variable route from trimethylsilyl-(TMS-) protected, nonterminal propargylamines. Steric and electronic influences of the substituents on product selectivity were studied. A chloromethyl substituent on the alkyne shows an ...