
TY  - JOUR
A1  - Patroni, JJ 
A1  - Stick, RV 
A1  - Skelton, BW 
A1  - White, AH 
T1  - The Selective Monobenzylidenation of Some Monosaccharides and Their Derivatives With &#945;,&#945;-Dimethoxytoluene
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1988
VL  - 41
IS  - 1
SP  - 91
EP  - 102
KW  - 
UR  - https://doi.org/10.1071/CH9880091 
N2  - The treatment of some monosaccharides and their derivatives with a,a-dimethoxytoluene and an acid catalyst in dimethylformamide at about 80&#176; can lead to selective benzylidenation , e.g. methyl a-D- mannopyranoside gives mainly methyl 4,6-Obenzylidene-a-D-mannoside, together with two other minor monobenzylidene derivatives (2,3-) and two minor dibenzylidene derivatives (2,3:4,6-). The treatment of various other pyranoses and pyranosides is also described. As well, a 1H n.m.r . study of the acid transformation of some of the above &#945;-D- mannosides is reported, together with a single-crystal X-ray diffraction structure determination of a novel monobenzylidene derivative, namely methyl (S)- 2,3-O-benzylidene-&#945;-D-mannopyranoside. 
ER  -

