Application of β-Keto Acylpyrazoles as 2C Synthons in Asymmetric Cyclizations of ortho-Hydroxychalcones: Stereoselective Construction of trans-3,4-Dihydrocoumarins DOI

Liying Cui,

Xiaofeng Yang, Changchun Yuan

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 10, 2024

An asymmetric tandem esterification/Michael addition reaction of β-keto acylpyrazoles with o-hydroxychalcones has been established under the catalysis a bifunctional squaramide-tertiary amine. A wide variety biorelevant 3,4-dihydrocoumarin derivatives were generally obtained in high yields (up to 93%) excellent diastereo- and enantioselectivities (>19:1 dr, up 93% ee) mild conditions. This represents successful application as 2C building blocks catalytic cyclizations.

Language: Английский

Enantioselective synthesis of saddle-shaped eight-membered lactones with inherent chirality via organocatalytic high-order annulation DOI Creative Commons
Shaoqing Shi,

Chen‐Chang Cui,

Linlin Xu

et al.

Nature Communications, Journal Year: 2024, Volume and Issue: 15(1)

Published: Oct. 1, 2024

Language: Английский

Citations

4
Application of β-Keto Acylpyrazoles as 2C Synthons in Asymmetric Cyclizations of ortho-Hydroxychalcones: Stereoselective Construction of trans-3,4-Dihydrocoumarins DOI

Liying Cui,

Xiaofeng Yang, Changchun Yuan

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 10, 2024

An asymmetric tandem esterification/Michael addition reaction of β-keto acylpyrazoles with o-hydroxychalcones has been established under the catalysis a bifunctional squaramide-tertiary amine. A wide variety biorelevant 3,4-dihydrocoumarin derivatives were generally obtained in high yields (up to 93%) excellent diastereo- and enantioselectivities (>19:1 dr, up 93% ee) mild conditions. This represents successful application as 2C building blocks catalytic cyclizations.

Language: Английский

Citations

0