Work

Hypervalent chalcogenonium organocatalysis for the direct stereoselective synthesis of deoxyglycosides from hemiacetals

Year: 2026

Type: article

Abstract: 2-like transition state with a high degree of oxocarbenium ion character, reminiscent of the mechanism observed for glycosyl-modifying enzymes. The methodology is exemplified on the stereoselective synthesis of a tetrasaccharide in 52% yield.

Source: Chemical Science

DOI: 10.1039/d5sc07018j

Authors: Jennifer Johns, Mukul Mahanti, Thomas Hansen, M. Carmen Galan

Institutions: University of Bristol, Vrije Universiteit Amsterdam

Language: English

Topic: Carbohydrate Chemistry and Synthesis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: diamond

Funders: Cancer Research UK, Nederlandse Organisatie voor Wetenschappelijk Onderzoek, Engineering and Physical Sciences Research Council

Awards: Bio-Inspired Fluorescent Carbon Dots as Probes for Rapid Detection of Bacteria in Physiological Samples, Nanoparticle based rapid diagnostics for TB disease, Exploring and designing organocatalytic glycosylation reactions for the construction of 2-deoxyglycosides, EPSRC Centre for Doctoral Training in Technology Enhanced Chemical Synthesis, G6277350538