Magnesium-Mediated Umpolung Carboxylation of p-Quinone Methides with CO2 DOI

Yunying Yan,

Jianjun Hao,

Fenfen Xie

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(20), P. 14640 - 14648

Published: Sept. 29, 2023

Magnesium-mediated reductive carboxylation of p-QMs with CO2 via an Umpolung strategy has been developed, which can be used for the preparation various aryl acetic acids. This protocol featured high atom economy, mild conditions, and operational simplicity. The creation this will unprecedentedly extend application to nucleophilic reagents.

Language: Английский

An Open‐Air Palladium‐Catalyzed Stereoselective O‐Glycosylation of Glycals via in‐situ Generation of gem‐Disubstituted Methanols from p‐Quinone Methides DOI

Ms. Zanjila Azeem,

Ms. Shashiprabha Dubey,

Mr. Sk Areful Islam

et al.

Chemistry - An Asian Journal, Journal Year: 2023, Volume and Issue: 19(4)

Published: Dec. 22, 2023

Abstract We devised a palladium‐catalyzed α ‐stereoselective glycosylation that incorporates oxygen via in‐situ generation of gem ‐disubstituted methanols from p ‐quinone methides to access 2,3‐unsaturated ‐diarylmethyl O ‐glycosides under open‐air atmosphere at room temperature. Advantages this environmentally friendly strategy include the absence additives and ligands, using water as green source oxygen, mildest, operationally simple, exhibiting wide functional group tolerance, compatibility with variety glycal progenitors in appreciable yields. A mechanistic study has been verified H 2 18 labeling, which validates (moisture) is sole oxygen.

Language: Английский

Citations

1

Magnesium-Mediated Umpolung Carboxylation of p-Quinone Methides with CO2 DOI

Yunying Yan,

Jianjun Hao,

Fenfen Xie

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(20), P. 14640 - 14648

Published: Sept. 29, 2023

Magnesium-mediated reductive carboxylation of p-QMs with CO2 via an Umpolung strategy has been developed, which can be used for the preparation various aryl acetic acids. This protocol featured high atom economy, mild conditions, and operational simplicity. The creation this will unprecedentedly extend application to nucleophilic reagents.

Language: Английский

Citations

0