Phenanthroline-Assisted Stereoselective Synthesis of 2-Deoxy Glycosides DOI Creative Commons
Chunxiao Li,

Connor K. English,

Daniil A. Ahiadorme

и другие.

ACS Omega, Год журнала: 2025, Номер unknown

Опубликована: Апрель 29, 2025

The significance of 2-deoxy glycosides in biologically active compounds is well-established, as they frequently play a pivotal role modulating the efficacy therapeutic agents. sugar embodies distinctive class carbohydrates characterized by marked differences stability, reactivity, and selectivity compared to their counterparts bearing C2-oxygen or other heteroatoms. As result, stereoselective synthesis this carbohydrate complicated its sensitivity acidic conditions propensity for hydrolysis elimination reactions. Furthermore, lack functionality presents an additional challenge controlling stereoselectivity. In study, we report application commercially available phenanthroline effective additive glycosylation aliphatic alcohols phenolic nucleophiles with glycosyl chlorides, facilitating efficient access variety α-2-deoxy high yields synthetically useful Kinetic analyses suggest that plays crucial reaction.

Язык: Английский

Phenanthroline-Assisted Stereoselective Synthesis of 2-Deoxy Glycosides DOI Creative Commons
Chunxiao Li,

Connor K. English,

Daniil A. Ahiadorme

и другие.

ACS Omega, Год журнала: 2025, Номер unknown

Опубликована: Апрель 29, 2025

The significance of 2-deoxy glycosides in biologically active compounds is well-established, as they frequently play a pivotal role modulating the efficacy therapeutic agents. sugar embodies distinctive class carbohydrates characterized by marked differences stability, reactivity, and selectivity compared to their counterparts bearing C2-oxygen or other heteroatoms. As result, stereoselective synthesis this carbohydrate complicated its sensitivity acidic conditions propensity for hydrolysis elimination reactions. Furthermore, lack functionality presents an additional challenge controlling stereoselectivity. In study, we report application commercially available phenanthroline effective additive glycosylation aliphatic alcohols phenolic nucleophiles with glycosyl chlorides, facilitating efficient access variety α-2-deoxy high yields synthetically useful Kinetic analyses suggest that plays crucial reaction.

Язык: Английский

Процитировано

0