Synergistic Cu–amine catalysis for the enantioselective synthesis of chiral cyclohexenones

An unprecedented utilization of 1,3-acetonedicarboxylic acid as a 1,3-bis-pro-nucleophile and a reactive acetone surrogate in enantioselective catalysis has been reported. By synergistically activating the ketodiacid by copper catalysis and an alpha,beta-unsaturated aldehyde by amine catalysis, an efficient domino di-decarboxylative Michael/aldol/dehydration sequence takes place leading to valuable chiral cyclohexenones in one single operation in 94 to 99% ee.

Références

Titre
Synergistic Cu–amine catalysis for the enantioselective synthesis of chiral cyclohexenones
Type de publication
Article de revue
Année de publication
2015
Revue
Chem. Commun.
Volume
51
Ticket
46
Pagination
9523–9526
Soumis le 7 septembre 2022