C 1 -Symmetric Monosubstituted Chiral Diene Ligands in Asymmetric Rhodium-Catalyzed 1,4-Addition Reactions

Thomas Gendrineau (1) , Olivier Chuzel (1) , Hendrik Eijsberg (2, 1) , Jean-Pierre Genêt (1) , Sylvain Darses (1)

1 SSOPN - Synthèses sélective organique et produits naturels
2 ICMMO - Institut de Chimie Moléculaire et des Matériaux d'Orsay

One trumps two: Monosubstituted chiral bicyclo[2.2.2]octadiene ligands, derived from carvone, form complexes with rhodium to catalyze the asymmetric addition of boronic acid substrates to α,β-unsaturated ketones. The 1,4-adducts are produced in good yield and high enantioselectivity.

Mots clés: asymmetric synthesis; boron; diene ligands; Michael addition; rhodium

Domaines: Chimie organique

Thomas Gendrineau, Olivier Chuzel, Hendrik Eijsberg, Jean-Pierre Genêt, Sylvain Darses. C 1 -Symmetric Monosubstituted Chiral Diene Ligands in Asymmetric Rhodium-Catalyzed 1,4-Addition Reactions. Photography. France. 2008. ⟨medihal-01722946⟩