Conformational evaluation of some 4-deoxyhex-4-enopyranose derivatives and their use in the preparation of a previously undescribed class of 3-thio-l-sorbopyranosides and their 6-C-methoxy analogues Original Research Article

A new series of thio-substituted sugars were synthesised relying on the totally regio- and stereoselective cycloaddition of 4-deoxyhex-4-enopyranose derivatives to ‘in situ’ generated oxothiones. Conformational studies of the above unsaturated sugars showed a marked prevalence of the all-axial conformer.