
%0 Journal Article
%A Patroni, JJ 
%A Stick, RV 
%A Skelton, BW 
%A White, AH 
%T The Selective Monobenzylidenation of Some Monosaccharides and Their Derivatives With &#945;,&#945;-Dimethoxytoluene
%J Australian Journal of Chemistry
%D 1988/01/01
%V 41
%N 1
%P 91-102
%K 
%R https://doi.org/10.1071/CH9880091
%U https://www.publish.csiro.au/paper/CH9880091 
%X 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. 
