Dehydroamino acid derivatives from D-arabinose and L-serine: synthesis of models for the azinomycin antitumor antibiotics

Key precursors for the production of extremely functionalized dehydroamino acid derivatives, upon condensation with glycyl phosphonates, resulted from the preparation of aldehydes from D-arabinose. The azabicyclo (3.1.0) hex-2-ylidine ring systems believed to be present in the azinothycin antitumor antibiotics, resulted from brominatin and intramolecular addition/elimination.