Guidelines for O-Glycoside Formation from First Principles

The complexity and irreproducibility of glycosylation reactions retard progress the glycosciencs. Application of the steady-state hypothesis to transient oxocarbenium ion-counterion pair intermediates reveals the importance of concentration, temperature, and other factors in glycosylation stereoselectivity. Guidelines are then adduced for the practice of O-glycosylation reactions on the oasis of which more reproducible, practical protocols can be established.

Automated summary

The complexity and irreproducibility of glycosylation reactions hinder the progress of glycosciences. Applying the steady-state hypothesis to transient oxocarbenium ion-counterion pair intermediates reveals the significance of factors like concentration, temperature in glycosylation stereoselectivity. Guidelines have been proposed for the practice of O-glycosylation reactions, allowing for the establishment of more reproducible and practical protocols.