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Stereoselectivity of Acetalization and Ketalization Reactions of Glycerol and Its Modified Derivatives

Stereoselectivity of Acetalization and Ketalization Reactions of Glycerol and Its Modified Derivatives
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摘要 Twenty one 1,3 dioxolanes 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 1H 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 reasonably explained by anomeric effect and 2,4 nonbonded interaction. Twenty one 1,3 dioxolanes 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 1H 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 reasonably explained by anomeric effect and 2,4 nonbonded interaction.
出处 《Tsinghua Science and Technology》 SCIE EI CAS 1997年第4期45-49,共5页 清华大学学报(自然科学版(英文版)
关键词 GLYCEROL aldehyde and ketone condensation reaction 1H NMR STEREOSELECTIVE anomeric effect glycerol aldehyde and ketone condensation reaction 1H NMR stereoselective anomeric effect
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