Organometallic Photocatalyst‐Promoted Synthesis and Modification of Carbohydrates under Photoirradiation

The Chemical Record, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 27, 2024

Carbohydrates are natural, renewable, chemical compounds that play crucial roles in biological systems. Thus, efficient and stereoselective glycosylation is an urgent task for the preparation of pure structurally well-defined carbohydrates. Photoredox catalysis has emerged as a powerful tool carbohydrate chemistry, providing alternative addressing some challenges glycochemistry. Over last few decades, Ir- Ru-based organometallic photocatalysts have attracted significant interest because their high stability, high-energy triplet state, strong visible-light absorption, long luminescence lifetime, amenability to ligand modification. This review highlights recent progress photocatalyst-promoted synthesis modification carbohydrates under photoirradiation, well related benefits drawbacks.

Language: Английский

Destabilization of Glycosyl Cation by an Electron-Withdrawing Substituent at C-5 Makes Sialylation Reaction More α-Stereoselective

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 90(1), P. 931 - 937

Published: Dec. 30, 2024

Comparison of the reactivity sialyl chlorides and bromides based on N-acetylneuraminic acid (Neu5Ac) its deaminated analogue (KDN) in reactions with MeOH i-PrOH without a promoter revealed that acetoxy group at C-5 molecule sialic glycosyl donor can destabilize corresponding cation making SN1-like reaction pathway unfavorable. A change to SN2-like ensures preferential formation α-glycoside.

Language: Английский

Carbohydrate-Binding Activities of Agglutinins in Bivalves from the Sea of Japan

Russian Journal of Marine Biology, Journal Year: 2024, Volume and Issue: 50(6), P. 342 - 349

Published: Dec. 1, 2024

Language: Английский