A new route to the synthesis of cyclitol derivatives.
Three cyclitol derivatives, 2,4/3-triacetoxycyclohexanone diethyl dithioketal (XVIII), and 2,3,4-tri-O-acetyl-1-O-ethyl-2,4/1,3-cyclohexanetetrol (XXA) and 2,3,4-tri-O-acetyl-1-O-ethyl-1,2,4/3-cyclohexanetetrol (XXB), have been synthesized via the cyclisation of 2,3,4-tri-O-acetyl-5,6-dideoxy-D-xylo-hex-5-enose diethyl dithioacetal (XIV) and the cyclisation of 2,3,4-tri-O-acetyl-5,6-dideoxy-D-xylo-hex-5-enose diethyl acetal (XV) under ultraviolet or direct sunlight, in aqueous acetone.
D000900:Anti-Bacterial Agents / Q000096:biosynthesis*; D055598:Chemical Phenomena; D002621:Chemistry; D003500:Cyclization; D003511:Cyclohexanols / Q000096:biosynthesis; D003512:Cyclohexanones / Q000096:biosynthesis; D008968:Molecular Conformation; D010782:Photolysis
D000900:Anti-Bacterial Agents; D003511:Cyclohexanols; D003512:Cyclohexanones