Organosilanols as catalysts in asymmetric aryl transfer reactions |
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Authors: | Ozçubukçu Salih Schmidt Frank Bolm Carsten |
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Institution: | Institut für Organische Chemie der RWTH Aachen, Landoltweg 1, D-52074 Aachen, Germany. |
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Abstract: | reaction: see text] Various ferrocene-based organosilanols have been synthesized in four steps starting from achiral ferrocene carboxylic acid. Applying these novel planar-chiral ferrocenes as catalysts in asymmetric phenyl transfer reactions to substituted benzaldehydes afforded products with high enantiomeric excesses. The best result (91% ee) was achieved in the addition to p-chlorobenzaldehyde with organosilanol 2b, which has a tert-butyl substituent on the oxazoline ring and an isopropyl group on the silanol fragment. |
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