A switchable dual organocatalytic system and the enantioselective total synthesis of the quadrane sesquiterpene suberosanone

Yajun Ren (1) , Marc Presset (1) , Jérémy Godemert (1) , Nicolas Vanthuyne (1) , Jean-Valère Naubron (2) , Michel Giorgi (2) , Jean Rodriguez (1) , Yoann Coquerel (1)

1 ISM2 - Institut des Sciences Moléculaires de Marseille
2 AMU SPEC - Spectropôle - Aix Marseille Université

The combination of aminocatalysis with N-heterocyclic carbene catalysis has been extended to a switchable dual catalytic system, which allowed a direct enantioselective entry to bridged bicyclo[3.n.1] ring systems and the total synthesis of the natural product (1R)-suberosanone.

Mots clés: enantioselective catalysis; multicatalysis; total synthesis; absolute configuration; reactivity switch

Domaines: Chimie organique; Catalyse

Yajun Ren, Marc Presset, Jérémy Godemert, Nicolas Vanthuyne, Jean-Valère Naubron, et al.. A switchable dual organocatalytic system and the enantioselective total synthesis of the quadrane sesquiterpene suberosanone. Chemical Communications, 2016, 52 (39), pp.6565-6568. ⟨10.1039/c6cc01689h⟩. ⟨hal-01323471⟩