Artículos de revistas
Cyclization of 1,2:3,4-di-O-isopropylidene-α-D-galacto-1,6-hexodialdo-1,5-pyranose acylhydrazone and semicarbazone
Fecha
2013-04-13Registro en:
Martins Alho, Miriam Amelia; Baggio, Ricardo Fortunato; D'accorso, Norma Beatriz; Cyclization of 1,2:3,4-di-O-isopropylidene-α-D-galacto-1,6-hexodialdo-1,5-pyranose acylhydrazone and semicarbazone; Arkat USA; Arkivoc - Archive for Organic Chemistry; III; 13-4-2013; 129-138
1551-7004
1551-7012
Autor
Martins Alho, Miriam Amelia
Baggio, Ricardo Fortunato
D'accorso, Norma Beatriz
Resumen
Cyclization of 1,2:3,4-di-O-isopropylidene-α-D-galacto-1,6-hexodialdo-1,5-pyranose benzoylhydrazone using acetylating mixtures led us to the corresponding (2R)- and (2S)-5- phenyl-1,3,4-oxadiazoline derivatives. The same conditions applied to the semicarbazone produced the 5-methyl-1,3,4-oxadiazoline derivative as the main compound, which is formed with acetylating mixtures even at room temperature. X-Ray analysis and NMR techniques were used to determine the stereochemistry of the new asymmetric centers.