A. Haines
Nov 1, 1965
Citations
0
Influential Citations
38
Citations
Journal
Carbohydrate Research
Abstract
Abstract The degradation of thionocarbonates, prepared from vicinal diols in the alditol series, and of cis -vicinal diols when part of an aldopyranose, has been investigated as a means of introducing unsaturation into molecules of the carbohydrate type. The O -benzylation of mono- O -isopropylidene- l -rhamnose has been shown to give the anomeric benzyl 4- O -benzyl-2,3- O -isopropylidene- l -rhamnopyranosides. This contrasts with O -toluene- p -sulphonylation in pyridine, and O -methylation by Purdie's method, both of which yield 5-substituted 2,3- O -isopropylidene- l -rhamnofuranose derivatives.