Synthesis of Enantioenriched β-Hydroxy-γ-Acetal Enamides by Rhodium-Catalyzed Asymmetric Transfer Hydrogenation

Autor: Anne Westermeyer, Gérard Guillamot, Virginie Ratovelomanana-Vidal, Phannarath Phansavath
Rok vydání: 2020
Předmět:
Zdroj: Organic letters. 22(10)
ISSN: 1523-7052
Popis: The asymmetric reduction of β-keto-γ-acetal enamides has been investigated. A wide range of enantioenriched β-hydroxy-γ-acetal enamides were obtained through asymmetric transfer hydrogenation catalyzed by a tethered Rh(III)-DPEN complex with yields up to quantitative and enantioselectivities up to 99%. The reaction proved to be highly chemoselective toward the reduction of the carbonyl group over the C═C bond.
Databáze: OpenAIRE