Cyclization of propargylic amides: mild access to oxazole derivatives

…, M Hamzic, J Visus, F Rominger, W Frey…

Index: Weyrauch, Jan P.; Hashmi, A. Stephen K.; Schuster, Andreas; Hengst, Tobias; Schetter, Stefanie; Littmann, Anna; Rudolph, Matthias; Hamzic, Melissa; Visus, Jorge; Rominger, Frank; Frey, Wolfgang; Bats, Jan W. Chemistry - A European Journal, 2010 , vol. 16, # 3 p. 956 - 963

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Citation Number: 147

Abstract

Abstract The substrate scope, the mechanistic aspects of the gold-catalyzed oxazole synthesis, and substrates with different aliphatic, aromatic, and functional groups in the side chain were investigated. Even molecules with several propargyl amide groups could easily be converted, delivering di-and trioxazoles with interesting optical properties. Furthermore, the scope of the gold (I)-catalyzed alkylidene synthesis was investigated. Further ...