Synthesis of 2,3-diazido-2,3-dideoxy-β-d-mannosides and 2,3-diazido-2,3-dideoxy-β-d-mannuronic acid via stereoselective anomeric O-alkylation.

Carbohydr Res

Department of Chemistry and Biochemistry and School of Green Chemistry and Engineering, The University of Toledo, 2801 West Bancroft Street, Toledo, OH, 43606, United States. Electronic address:

Published: November 2024

Stereoselective synthesis of 2,3-diazido-2,3-dideoxy-β-d-mannosides has been accomplished via CsCO-mediated anomeric O-alkylation of 2,3-diazido-2,3-dideoxy-β-d-mannoses with primary electrophiles. Selective oxidation of the C6 primary alcohol of the 2,3-diazido-2,3-dideoxy-β-d-mannoside successfully produced corresponding 2,3-diazido-2,3-dideoxy-β-d-mannuronic acid.

Download full-text PDF

Source
http://dx.doi.org/10.1016/j.carres.2024.109279DOI Listing

Publication Analysis

Top Keywords

synthesis 23-diazido-23-dideoxy-β-d-mannosides
8
23-diazido-23-dideoxy-β-d-mannuronic acid
8
anomeric o-alkylation
8
23-diazido-23-dideoxy-β-d-mannosides 23-diazido-23-dideoxy-β-d-mannuronic
4
acid stereoselective
4
stereoselective anomeric
4
o-alkylation stereoselective
4
stereoselective synthesis
4
23-diazido-23-dideoxy-β-d-mannosides accomplished
4
accomplished csco-mediated
4

Similar Publications

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!