SYNTHETIC STUDIES OF CARBOHYDRATE DERIVATIVES WITH PHOTOCHEMICAL REACTION. V. PHOTOCHEMICAL REACTION OF D-GLUCAL AND 2-HYDROXY-D-GLUCAL ACETATES WITH LACTONITRILE
3,4,6-Tri-O-acetyl-D-glucal and 2,3,4,6-tetra-O-acetyl-2-hydroxy-D-glucal were found to give the corresponding 1′-cyanoethyl 4,6-di-O-acetyl-2,3-dideoxy- and 2,4,6-tri-O-acetyl-3-deoxy-D-erythro-hex-2-enopyranosides in high yields in the photochemical reaction with lactonitrile accompanied by the elimination of acetic acid and the rearrangement of their double bond.