Work

Synthesis of Salmonella enteritidis Antigenic Tetrasaccharide Repeating Unit by Employing Cationic Gold(I)-Catalyzed Glycosylation Involving Glycosyl N-1,1-Dimethylpropargyl Carbamate Donors

Year: 2024

Type: article

Abstract: Synthesis of an antigenic tetrasaccharide repeating unit of the O -polysaccharide of Salmonella enteritidis lipopolysaccharide has been accomplished. Those four monosaccharides were assembled stereoselectively by employing our recently developed cationic gold(I)-catalyzed glycosylation methodology involving various glycosyl N -1,1-dimethylpropargyl carbamate donors. The newly formed α-anomeric stereochemical configuration was controlled by the axial C2-OBz of the glycosyl donors via anchimeric assistance.

Source: The Journal of Organic Chemistry

DOI: 10.1021/acs.joc.4c01484

Authors: Prem Bahadur Gurung, Gavin Shine, Jianglong Zhu

Institution: University of Toledo

Language: English

Topic: Carbohydrate Chemistry and Synthesis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: University of Toledo, National Institute of General Medical Sciences

Award: G350130474