Enantioselective (3+2)-Annulation of β-Keto Esters with Azoalkenes towards Bicyclic Dihydropyrroles via Cooperative Palladium and Brønsted Acid Catalysis DOI
Christoph Schneider,

Till Friedmann,

Daniel A. Mireles-Chávez

et al.

Synlett, Journal Year: 2023, Volume and Issue: 35(09), P. 997 - 1000

Published: Nov. 13, 2023

Abstract A cooperative catalytic process through palladium and Brønsted acid activation is developed for the conjugate addition of cyclic β-keto esters to azoalkenes directly followed by hemiaminal formation upon cyclization. This transformation enabled utilizing chiral Pd-aqua complexes as combined acid–base catalysts. Thus, bicyclic highly functionalized dihydropyrroles with two contiguous quaternary stereogenic centers are formed in excellent yields single diastereomers exceptional enantioselectivity.

Language: Английский

Enantioselective (3+2)-Annulation of β-Keto Esters with Azoalkenes towards Bicyclic Dihydropyrroles via Cooperative Palladium and Brønsted Acid Catalysis DOI
Christoph Schneider,

Till Friedmann,

Daniel A. Mireles-Chávez

et al.

Synlett, Journal Year: 2023, Volume and Issue: 35(09), P. 997 - 1000

Published: Nov. 13, 2023

Abstract A cooperative catalytic process through palladium and Brønsted acid activation is developed for the conjugate addition of cyclic β-keto esters to azoalkenes directly followed by hemiaminal formation upon cyclization. This transformation enabled utilizing chiral Pd-aqua complexes as combined acid–base catalysts. Thus, bicyclic highly functionalized dihydropyrroles with two contiguous quaternary stereogenic centers are formed in excellent yields single diastereomers exceptional enantioselectivity.

Language: Английский

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