Glycosylidene Carbenes, Part 9: Regioselective Glycosidation of Diols and Triols: Intra- and Intermolecular Hydrogen Bonds

Article abstract of DOI:10.1002/hlca.19920750623

Glycosidation of the myo-inositol derivatives 2 and 3 by the diazirine 1 yields 90percent of a diastereoisomer pair of β-D-glycosides in a 1:1 ratio, i.e. 5/6 and 7/8, respectively (Scheme 1).The crystal structure of 3 shows a strong intramolecular H-bond