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

и другие.

The Journal of Organic Chemistry, Год журнала: 2023, Номер 89(1), С. 719 - 724

Опубликована: Дек. 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.

Язык: 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

и другие.

The Journal of Organic Chemistry, Год журнала: 2023, Номер 89(1), С. 719 - 724

Опубликована: Дек. 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.

Язык: Английский

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