Ph3PO-Modulated Kdo Glycosidation for Stereoselective Synthesis of β-Kdo-Containing Disaccharides DOI
Miao He,

Ruihao Yu,

Jibin Zheng

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 30, 2024

A Ph3PO-modulated β-selective Kdo glycosidation approach is developed for the stereoselective synthesis of β-Kdo glycosides. With readily available per-O-acetylated ynenoate as donor, glycosylation with a series alcohols in presence Ph3PAuOTf and Ph3PO toluene at low temperatures afforded desired glycosides good to excellent β-selectivities. Furthermore, was effectively applied β-(2→4)- β-(2→8)-linked Kdo-Kdo disaccharides further biological studies.

Language: Английский

2-(1-Phenylvinyl)benzoic acid as a Highly Active Leaving Group for Metal-Free Glycosylation DOI

Qi Dai,

Penghua Li,

Y. N. Cao

et al.

Organic Chemistry Frontiers, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

The efficient assembly of O -glycosides and N has been achieved by activating glycosyl ortho -(1-phenylvinyl)benzoate (PVB) with I 2 .

Language: Английский

Citations

0
Ph3PO-Modulated Kdo Glycosidation for Stereoselective Synthesis of β-Kdo-Containing Disaccharides DOI
Miao He,

Ruihao Yu,

Jibin Zheng

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 30, 2024

A Ph3PO-modulated β-selective Kdo glycosidation approach is developed for the stereoselective synthesis of β-Kdo glycosides. With readily available per-O-acetylated ynenoate as donor, glycosylation with a series alcohols in presence Ph3PAuOTf and Ph3PO toluene at low temperatures afforded desired glycosides good to excellent β-selectivities. Furthermore, was effectively applied β-(2→4)- β-(2→8)-linked Kdo-Kdo disaccharides further biological studies.

Language: Английский

Citations

0