“…The latter substance has more recently been obtained both by Lewis-acid catalyzed isomerizations2 of I, as well as by hydrolysis, followed by partial acetylation, of l,2,3-tri-0-acetyl-4,6-benzylidene-0-D-glucose. 3 The isomerized acetate, although then similar in melting point to the known 2,3,4,6tetra-O-acetyl-0-D-glucose, showed a mixed melting point depression with the latter,1•6 and therefore did not have its free hydroxyl group at Cl. Also, the isomerized tetraacetate could be tosylated to give a product which, after cautious saponification, yielded a mono-O-p-toluenesulfonate different from the known 3-0-p-toluenesulfonyl-D-glucose of Freudenberg and I vers,4 an observation which was interpreted as eliminating the possibility of a free hydroxyl at C3 in the isomerized acetate.…”