Chiral Lewis acid-catalyzed asymmetric Baylis-Hillman reactions |
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Authors: | Yang Kung-Shuo Lee Wei-Der Pan Jia-Fu Chen Kwunmin |
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Institution: | Department of Chemistry, National Taiwan Normal University, Taipei, Taiwan 116, ROC. |
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Abstract: | An effective chiral Lewis acid-catalyzed asymmetric Baylis-Hillman reaction is described. Good to high enantioselectivities were obtained using 3 mol % chiral catalyst. Novel camphor-derived dimerized ligands were prepared from the condensation of (+)-ketopinic acid with the corresponding diamines and hydrazine under acidic conditions. When alpha-naphthyl acrylate was used as a Michael acceptor, the reaction is complete within 20 min with high stereoselectivity and in reasonable chemical yields. |
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