1-Phosphino-2-sulfenylferrocenes as Planar Chiral Ligands in Enantioselective Palladium-Catalyzed Allylic Substitutions
Olga García Mancheño, Julián Priego, Silvia Cabrera, Ramón Gómez Arrayás, Tomás Llamas and Juan Carlos Carretero*
*Departamento de Química Orgánica, Facultad de Ciencias, Universidad
Autónoma de Madrid, Cantoblanco 28049 Madrid, Spain, Email:
juancarlos.carretero
uam.es
O. G. Mancheno, J. Priego, S. Cabrera, R. G. Arrayas, T. Llamas, J. C. Carretero, J. Org. Chem., 2003, 68, 3679-3686.
DOI: 10.1021/jo0340657
Abstract
The synthesis and properties of different planar chiral 1-phosphino-2-sulfenylferrocene ligands are reported. Very high enantioselectivities were obtained in the palladium-catalyzed allylic substitution of 1,3-diphenyl-2-propenyl acetate with dimethyl malonate and nitrogen nucleophiles using readily available tert-butylsulfenyl derivatives.
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Key Words
Tsuji-Trost Reaction, Allylation, Benzylations, Allylamines, Active Methylenes
ID: J42-Y2003-250
