Gold Catalysis: 1, 3??Oxazines by Cyclisation of Allene Amides

…, S Litters, F Rominger, M Pernpointner

Index: Hashmi, A. Stephen K.; Schuster, Andreas M.; Litters, Sebastian; Rominger, Frank; Pernpointner, Markus Chemistry - A European Journal, 2011 , vol. 17, # 20 p. 5661 - 5667

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Citation Number: 53

Abstract

Abstract A series of allene amides was prepared and their gold-catalysed cyclisation was investigated. The formation of six-membered rings, 1, 3-oxazines, was observed. Dihydropyrroles originating from intramolecular hydroamination of the distal C [DOUBLE BOND] C double bonds of the allenes were minor side products. Mechanistic studies by in situ 31 P NMR spectroscopy showed only one additional species during the conversion in ...