Details van artikel 238 van 252 gevonden artikelen
The Reaction of Methyl 3-O-Benzyl-4, 6-O-benzylidene-α-D-mannopyranqside with Diethylaminosulfur Trifluoride (DAST)
Titel:
The Reaction of Methyl 3-O-Benzyl-4, 6-O-benzylidene-α-D-mannopyranqside with Diethylaminosulfur Trifluoride (DAST)
Auteur:
Kovac, Pavol Yeh, Herman J. C. Jung, Grace L. Glaudemans, Cornelis P. J.
Verschenen in:
Journal of carbohydrate chemistry
Paginering:
Jaargang 5 (1986) nr. 3 pagina's 497-512
Jaar:
1986-09-01
Inhoud:
Methyl 3-O-benzyl-4, 6-O-benzylidene-α-D-mannopyranoside (2), when treated in diglyme at 1000d` with DAST, undergoes a rapid reaction involving the participation of the axial methoxyl group at C-1 to give 3-O-benzyl-4, 6-O-benzylidene-2-O-methyl-α- (4) and β-D-gluco-pyranosyl fluoride (3), isolated in a combined yield of 75-80%. In the presence of pyricfine and at room temperature, the major product formed is methyl 3-O-benzyl-4, 6-O-benzylidene-2-deoxy-α-D-eiythro-hex-2-enopyranoside (11). The structures 3, 4 and 11 have been confirmed by analysis of their NMR spectral data, as well as by chemical transformations into compounds of established structure.
Uitgever:
Taylor & Francis
Bronbestand:
Elektronische Wetenschappelijke Tijdschriften
Details van artikel 238 van 252 gevonden artikelen