手性路易斯酸催化的不对称贝里斯-希尔曼反应。
Chiral Lewis acid-catalyzed asymmetric Baylis-Hillman reactions.
作者信息
Yang Kung-Shuo, Lee Wei-Der, Pan Jia-Fu, Chen Kwunmin
机构信息
Department of Chemistry, National Taiwan Normal University, Taipei, Taiwan 116, ROC.
出版信息
J Org Chem. 2003 Feb 7;68(3):915-9. doi: 10.1021/jo026318m.
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.
描述了一种有效的手性路易斯酸催化的不对称贝利斯-希尔曼反应。使用3 mol%的手性催化剂可获得良好至高的对映选择性。通过（+）-酮片呐酮酸与相应的二胺和肼在酸性条件下缩合制备了新型樟脑衍生的二聚配体。当使用α-萘基丙烯酸酯作为迈克尔受体时，反应在20分钟内完成，具有高立体选择性和合理的化学产率。
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