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Pure Appl. Chem., 2006, Vol. 78, No. 2, pp. 257-265

Sulfenylphosphinoferrocenes: Novel planar chiral ligands in enantioselective catalysis

Silvia Cabrera, Olga García Mancheño, Ramón Gómez Arrayás, Inés Alonso, Pablo Mauleón and Juan C. Carretero

Departamento de Química Orgánica, Facultad de Ciencias, Universidad Autónoma de Madrid, 28049 Madrid, Spain

Abstract: Structurally well-defined transition-metal complexes of 1-phosphino-2-sulfenylferrocene (Fesulphos ligands) act as highly efficient catalysts in a variety of mechanistically different transformations. Excellent enantioselectivities were achieved in Pd-catalyzed allylic substitutions, desymmetrization of meso-heterobicyclic alkenes by Pd-catalyzed addition of dialkylzinc reagents, Pd-catalyzed Diels-Alder reaction of cyclopentadiene with N-acryloyl oxazolidinones, and in Cu-catalyzed formal aza-Diels-Alder reaction of Danishefsky diene to N-sulfonyl aldimines.