A stereoselective synthesis of sucrose. Part III. Spectroscopic analyses of key intermediates

Open Access
Publisher Website
Google Scholar
Abstract
Condensation of the diene 1 with the α,β-anomeric mixture of tetraacetyl fructofuranose and processing of the resulting product gives rise to a series of disaccharides, 5, 6, and 7, each of which is a mixture of two substances differing only in the anomeric configuration at the fructosyl centre, the linkage at the pyranosyl moiety being α in all cases. This conclusion is reached by careful comparison of the 1Hmr and 13Cmr spectra of these disaccharides with those of a number of fructofuranose derivatives. There are interesting correlations in configuration, conformation, and optical rotation.

This publication has 0 references indexed in Scilit: