Boron Enolates in Stereoselective Syntheses of 2-Enitols from O-Benzyl Aldoses by Reaction with Borohydride in 2-Propanol. Configuration of E and Z Enols from Proton Relaxation Rates

Article abstract of DOI:10.1021/jo00138a013

Isomerically pure E and Z forms of 2,4,6-tri-O-benzyl-2-dehydro-3-deoxy-D-erythro-hex-2-enitol (4 and 3, respectively) were synthesized from 2,3,4,6-tetra-O-benzyl-D-glucopyranose by reactions employing sodium borohydride and 2-propanol under differing co