A Regioselective [3 + 2] Cycloaddition of Alkynols and Ketones To Access Diverse 1,3-Dioxolane Scaffolds DOI
Ganesh Kumar Dhandabani,

Jeyakannu Palaniraja,

Chia-Ling Shih

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 89(1), P. 719 - 724

Published: Dec. 27, 2023

This study presents a stepwise exoselective [3 + 2] cycloaddition reaction of alkynols with ketones, leading to the synthesis 4-methylene-1,3-dioxolane derivatives. Remarkably, without any Thorpe–Ingold induced effect, cyclization was demonstrated complete regio- and chemoselectivity, which solely promoted by cesium carbonate. A wide range unactivated ketones are viable under these mild conditions, both primary tertiary compatible reactions. We have prepared diverse array highly dense exomethylene 1,3-dioxolane rings demonstrating remarkable tolerance for various functional groups.

Language: Английский

A Regioselective [3 + 2] Cycloaddition of Alkynols and Ketones To Access Diverse 1,3-Dioxolane Scaffolds DOI
Ganesh Kumar Dhandabani,

Jeyakannu Palaniraja,

Chia-Ling Shih

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 89(1), P. 719 - 724

Published: Dec. 27, 2023

This study presents a stepwise exoselective [3 + 2] cycloaddition reaction of alkynols with ketones, leading to the synthesis 4-methylene-1,3-dioxolane derivatives. Remarkably, without any Thorpe–Ingold induced effect, cyclization was demonstrated complete regio- and chemoselectivity, which solely promoted by cesium carbonate. A wide range unactivated ketones are viable under these mild conditions, both primary tertiary compatible reactions. We have prepared diverse array highly dense exomethylene 1,3-dioxolane rings demonstrating remarkable tolerance for various functional groups.

Language: Английский

Citations

0