Statistical Analysis of Glycosylation Reactions

Chemistry. 2021 Feb 5;27(8):2556-2568. doi: 10.1002/chem.202003105. Epub 2020 Dec 3.

Abstract

Chemical synthesis is one of the practical approaches to access carbohydrate-based natural products and their derivatives with high quality and in a large quantity. However, stereoselectivity during the glycosylation reaction is the main challenge because the reaction can generate both α- and β-glycosides. The main focus of the present article is the concept of recent mechanistic studies that have applied statistical analysis and quantitation for defining stereoselective changes during the reaction process. Based on experimental evidence, a detailed discussion associated with the mechanism and degree of influence affecting the stereoselective outcome of glycosylation is included.

Keywords: carbohydrates; diastereoselectivity; glycosylation; statistical analysis; synthesis design.