2-amino-substituted 1-sulfinylferrocenes as chiral ligands in the addition of diethylzinc to aromatic aldehydes.
A simple and modulable access to a structural variety of enantiopure amino-substituted ferrocenyl sulfoxides and their use as chiral catalysts in the asymmetric addition of diethylzinc to aromatic aldehydes is described. Moderate to high enantioselectivities (up to 96% ee) were obtained in the case of the arylsulfonamide ligands (R(Fc), R(S))-4h and (R(Fc), R(S))-4i. It has been demonstrated that the planar chirality of the ferrocene unit is the decisive chiral element involved in the reaction.
Priego
Julián
J
Departamento de Química Orgánica, Facultad de Ciencias, Universidad Autónoma de Madrid, 28049, Madrid, Spain.
Mancheño
Olga García
OG
Cabrera
Silvia
S
Carretero
Juan Carlos
JC