Bimodal glycosyl donors as an emerging approach towards a general glycosylation strategy

Chemistry. 2024 Mar 19:e202400399. doi: 10.1002/chem.202400399. Online ahead of print.ABSTRACTOrganic synthesis provides an accessible route to preparative scale biological glycans, although schemes to access these complex structures are often complicated by preparation of multiple monosaccharide building blocks. Bimodal glycosyl donors capable of forming both α- and β-anomers selectively, are an emerging tactic to reduce the required number of individual synthetic components in glycan construction. This review discusses examples of bimodal donors in the literature, and how they achieve their stereocontrol for both anomers. Notable examples include a bespoke O-2 benzyl protecting group, a strained glycal for reaction using organometallic catalysis, and a simple perbenzylated donor optimised for stereoselective glycosylation through extensive reaction tuning.PMID:38501362 | DOI:10.1002/chem.202400399

Source: Chemistry - March 19, 2024 Category: Chemistry Authors: Matthew E Warnes Martin Anthony Fascione Source Type: research