Enantioselective organocatalytic partial transfer hydrogenation of lactone-fused quinolines

A. Aillerie (1, 2) , V.L.D. Talancé (1, 2) , A. Moncomble (3, 2) , T. Bousquet (1, 2) , L. Pélinski (1, 2)

1 UCCS - Unité de Catalyse et Chimie du Solide - UMR 8181
2 Université Lille Nord de France (COMUE)
3 LASIRE - Laboratoire Avancé de Spectroscopie pour les Intéractions la Réactivité et l'Environnement - UMR 8516

The first enantioselective synthesis of 4-aza-podophyllotoxin derivatives by partial transfer hydrogenation of lactone-fused quinolines was achieved using a chiral Brønsted acid catalyst. This reaction was extended to a large scope of substrates with good yields and enantioselectivities.

Domaines: Chimie théorique et/ou physique

A. Aillerie, V.L.D. Talancé, A. Moncomble, T. Bousquet, L. Pélinski. Enantioselective organocatalytic partial transfer hydrogenation of lactone-fused quinolines. Organic Letters, 2014, 16, pp.2982-2985. ⟨10.1021/ol5011196⟩. ⟨hal-01011275⟩