An Effective Method to Incorporate Phosphorus Atoms into Secondary Carbons Pyranosides

Article abstract of DOI:10.1246/cl.1995.685

Two new chiral phosphines, methyl 3-deoxy-3-(diphenylphosphino)-4,6-O-benzylidene-α-D-altropyranoside (3) and methyl 2-deoxy-2-(diphenylphosphino)-4,6-O-benzylidene-α-D-altropyranoside (4), have been prepared in high yields from D-glucose via regioselective and stereospecific ring-opening of epoxides 3 and 4 have been characterized by 1H, 13C, 31P NMR and MS spectra.Crystal structure of 3 has been determined by the single-crystal X-ray diffraction analysis.