title: Transformation of aldose formazans. Novel synthesis of 2-acetamido-2-deoxypentonolactones and a new pent-2-enose formazan.
abstract: 2-Acetamido-2-deoxypentonolactones were synthesized from per-O-acetylated formazans of D-ribose, D- and L-arabinose, respectively. In dimethyl sulfoxide, a novel spontaneous transformation of the per-O-acetyl-pentose formazans into new 3,4,5-tri-O-acetyl-pent-2-enose formazans has been recognized. Additional examples for the occurrence of the isomerism between pseudo-aromatic chelate and open phenylazo-phenylhydrazone system were demonstrated by (1)H NMR spectroscopy in both the unprotected pentose formazans and 3,4,5-tri-O-acetyl-pent-2-enose formazans. Computational calculations supported higher stability of the ring form.
authors: Hungarian Academy of Sciences, Eötvös Loránd University, Protein Modeling Research Group, Pázmány Péter st 1/A, Budapest 1117, Hungary. vzsold@chem.elte.hu
authors: Virág
authors: V
authors: Zsoldos-Mády
authors: István
authors: I
authors: Pintér
authors: Mária
authors: M
authors: Peredy-Kajtár
authors: András
authors: A
authors: Perczel