Carbohydrate Reaction Intermediates: Effect of Ring-Oxygen Protonation on the Structure and Conformation of Aldofuranosyl Rings

摘要

These results indicate that 04 providing predisposes 2 toward ring opening by inducting specific structural and conformational modifications, thus providing predisposes 2 toward ring opening by inducing specific specific structural and conformational modifications, thus providing a more concise explanation of the role of acid actalysis in furanose anomerization (i.e., 1 resembles the transition state of the acid-catalyzed anomerization reaction more than 2). The molecular orbital data obtained in this investigation also provide evidence for a new structural factor (a 1, 3-effect involving oxygen lone-pair orbitals) that influences bond lengths is carbothydrates.