C-Furanosides: Synthesis and Stereochemistry

By Arnaud Haudrechy, Boudjema Menhour, Claire Coiffier, et al.

Carbon analogs of carbohydrates, dubbed C-glycosides, have remained an important and interesting class of mimetics, be it in natural product synthesis, for pharmacological applications, as conformational probes, or for biological studies. C-Furanosides: Synthesis and Stereochemistry provides a much-needed overview of synthetic and stereochemical principles for C -furanosides: analogs of a 5-membered ring carbohydrate glycoside (furanoside), in which the anomeric oxygen has been replaced with a carbon. While our understanding of conformational behavior and of stereoselective synthesis in 6-membered ring compounds is quite good, our ability to predict the conformation of 5-membered ring compounds, or to predict the stereochemical outcome of a given reaction, remains anecdotal. Through a comprehensive review of literature approaches to the different C -furanoside stereoisomers, as well as an interpretation of the outcome in terms of a reasonable number of stereochemical models, C-Furanosides: Synthesis and Stereochemistry enables the reader to determine the best approach to a particular C- glycoside compound, and also hopes to provide a certain level of rationalization and predictability for the synthesis of new systems.

• Format: Paperback
• Language: English
• ISBN: 0128037393
• ISBN13: 9780128037393
• Release Date: December 2017
• Publisher: Academic Press
• Length: 794 Pages
• Weight: 2.35 lbs.
• Dimensions: 1.6" x 6.1" x 8.9"