Ap. Rauter et al., A NEW METHOD OF ACETONATION WITH THE ZEOLITE HY AS CATALYST - SYNTHESIS OF O-ISOPROPYLIDENE SUGAR-DERIVATIVES, Tetrahedron, 51(23), 1995, pp. 6529-6540
Zeolite HY proved to be a suitable catalyst for the acetonation of sug
ars. The method consists of a very simple and economic experimental pr
ocedure, in which the catalyst is recovered and can be regenerated Rea
ction with D-galactose, L-arabinose, D-glucose, D-xylose, L-sorbose, D
-glucofuranurono-6,3-lactone, D-ribose and its methyl glycoside led to
the formation of di-O- and/or mono-O-isopropylidene derivatives in yi
elds from 37-75%. Reaction with D-galactose and L-arabinose afforded t
he synthesis of the corresponding furanose derivatives as major produc
ts, together with minor quantities of the thermodynamically more stabl
e pyranose derivatives.