Stereoselectivity of acetalization and ketalization reactions of giycerol and its modified derivatives

Twenty-one 1, 3-dioxdanes with varieties of substituents at 2, 4 positions were synthesized by acid-catalyzed acetalization and ketalization reactions of glycerol and its modified derivatives. The assignment and quantitative analyses of thermodynamically equilibrated cis- and trans-1, 3-dioxolanes were completed by
¹
H-NMR. The stereoselective regularity was found in acetalization and ketalization reactions of glycerol and its modified derivatives. The stereoselective regularity of the condensation reactions was reasonablyexplained by anomeric effect and 2, 4-nonbonded interaction.