Asymmetric Synthesis withN-Heterocyclic Carbenes. Application to the Copper-Catalyzed Conjugate Addition

Alexandre Alexakis (1) , Caroline l. Winn (1) , F. Guillen (1) , Julien Pytkowicz (2) , Sylvain Roland (2) , Pierre Mangeney (2)

1 Département de Chimie Organique
2 CO - Chimie Organique

Chiral N-heterocyclic carbenes are good ligands for the copper-catalyzed conjugate addition of dialkylzinc reagents to various Michael acceptors. With as little as 4% of chiral ligand, the enantioselectivity may reach 93% on cycloheptenone.

Mots clés: asymmetry; conjugate addition; copper; dialkylzinc; N-heterocyclic carbenes; Michael acceptors

Domaines: Chimie organique

Alexandre Alexakis, Caroline l. Winn, F. Guillen, Julien Pytkowicz, Sylvain Roland, et al.. Asymmetric Synthesis withN-Heterocyclic Carbenes. Application to the Copper-Catalyzed Conjugate Addition. Advanced Synthesis and Catalysis, 2003, 345 (3), pp.345. ⟨10.1002/adsc.200390037⟩. ⟨hal-01146999⟩