Synthesis of 2-Amino glycal Derivatives and their Conversion into Highly Functionalised β-Enamino Ketones

A general method for the synthesis of 2‐amino glycals employing 2‐amino sugar derivatives as precursors is described. A new 2‐(amino‐disubstituted) glycal backbone is obtained independently of the aglycon and nitrogen substituents, the configuration of the C‐1, C‐2 and C‐3 atoms of the starting amino sugar and the oxidative system employed. The reactivity of these new 2‐amino glycals with amines has been studied. The reactions were performed with two differently N‐substituted amino glycals and a variety of alkyl‐ and arylamines. Highly functionalised β‐enamino ketones were obtained by this method. A general method for the synthesis of new N,N‐disubstituted 2‐amino glycals from amino sugars is described. Their reactions with different amines have been explored and an efficient methodology for the synthesis of highly functionalised β‐enamino ketones is reported.