Lewis Acid-Lewis Base Bifunctional Schiff Base-Titanium, Vanadium Catalysis for Enantioselective Cyanosilylation of Benzaldehyde and Oxidation of Sulfides to Chiral Sulfoxides
Lucía Z. Flores-López, Ana L. Iglesias, Ángeles Gama, Gerardo Aguirre, Miguel Parra-Hake and Ratnasamy Somanathan*
Centro de Graduados e Investigación, Instituto Tecnológico de Tijuana, Apartado Postal 1166, 22000 Tijuana, Baja California, México. somanatha@sundown.sdsu.edu.
Recibido el 20 de marzo de 2007 ]]> Aceptado el 15 de agosto de 2007
Abstract
New bifunctional asymmetric catalysts containing a Lewis acid Ti(IV)/V(IV) and a Lewis base were developed and applied to the catalytic asymmetric cyanosilylation of benzaldehyde and oxidation of sulfides to chiral sulfoxides. The products were obtained with moderate to low enantiomeric excess.
Key words: Lewis acid; Lewis base; asymmetric catalyst; cyanosilylation; chiral sulfoxide.
Resumen
Se han desarrollado nuevos catalizadores asimétricos bifuncionales que contienen un ácido de Lewis y una base de Lewis, y se han aplicado a las reacciones asimétricas catalíticas de cianosililación de benzaldehído y oxidación de sulfuros a sulfóxidos quirales. Los productos se obtuvieron con excesos enantioméricos de moderados a bajos.
Palabras clave: Ácido de Lewis; Base de Lewis; catalizador asimétrico; cianosililación; sulfóxido quiral.
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Acknowledgements
We gratefully acknowledge support for this project by CONACyT (Grant 37827-E), COSNET (Grant 498.01P and 414.03P). A. L. I. and A. G. thank CONACyT for graduate scholarships.
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