C-Glycoside Synthesis

ISBN-13: 9780849391507 / Angielski / Twarda / 1995 / 400 str.

Maarten H. Postema;Postema; Postema Postema

Opis

This book examines methods particularly well suited for either a- or b-C-glycoside formation. It helps field workers quickly select the best method for synthesizing a particular type of C-glycoside. The use of C-glycosides as synthons in natural product synthesis is also addressed.

Recenzje

"The author is to be congratulated for drawing together these new developments in an extremely comprehensive way."
-J. Carbohydrate Chem., 15 (1), January 1996

Spis treści

Electrophilic Sugars in C-Glycoside Synthesis IIntroductionLactolsO-GlycosidesS-GlycosidesAnomeric O-TrichloroacetimidatesAnomeric AcetatesGlycosyl HalidesReferencesElectrophilic Sugars in C-Glycoside Synthesis IIIntroductionGlycalsEnitols and Anhydro SugarsLactonesIntramolecular ArylationConclusionReferencesC-1 Nucleophiles in C-Glycoside PreparationIntroductionC-1 Stabilized AnionsAnomeric AnionsTransition Metal Anomeric ComplexesC-1 Vinyl AnionsConclusion ReferencesWittig Approaches to C-Glycoside FormationIntroductionUse of Stabilized PhosphoranesHorner-Wadsworth-Emmons ApproachesOlefination Followed by Electrophilic CyclizationUse of Sulfur YlidesOlefination of Sugar LactonesConclusionReferencesPalladium Mediated Approaches to C-GlycosidesIntroductionp-Allyl ComplexesHeck Type CouplingsConclusionReferencesConcerted Reactions Applied to C-Glycoside PreparationIntroductionSigmatropic RearrangementsCycloadditionsConclusionReferencesFree Radical Approaches to C-GlycosidesIntroductionIntermolecular AdditionsIntramolecular ApproachesAnomeric CarbenesConclusionReferencesC-Disaccharide SynthesisIntroductionSynthetic Approaches to C-DisaccharidesSynthetic Approaches to C-TrisaccharidesConclusionReferencesSome Naturally Occurring Alkyl C-GlycosidesIntroductionAlkyl C-Pyranoside Natural ProductsAlkyl C-Furanoside Natural ProductsConclusionReferencesSynthesis of Naturally Occurring Aryl C-GlycosidesIntroductionAryl C-Glycoside Natural ProductsConclusionReferencesC-Nucleoside SynthesisBiologically Relevant C-NucleosidesSynthetic Approaches to C-NucleosidesConclusionReferencesBiological and Practical Applications of C-GlycosidesIntroductionBiological ApplicationsOther ApplicationsConclusionReferencesIndex

O autorze

Postema\, Maarten