Asymmetric Michael addition reaction of 3-substituted-N-Boc oxindoles to activated terminal alkenes catalyzed by a bifunctional tertiary-amine thiourea catalyst
作者:Xin Li、Zhi-Guo Xi、Sanzhong Luo、Jin-Pei Cheng
DOI:10.1039/b918644a
日期:——
article reports an organocatalytic strategy for the asymmetric catalysis of chiral oxindoles bearing 3-position all-carbon quaternary stereocenters. Accordingly, highly enantioselective Michael addition reactions of 3-substituted oxindoles to terminal alkenes have been developed by utilizing a bifunctional tertiary-amine thiourea catalyst. The reactions accommodate a number of Michael donor compounds
本文报道了一种有机催化策略,用于不对称催化带有3位全-位的手性羟吲哚碳四元立体中心。因此,已经通过利用双官能叔胺硫脲催化剂开发了3-取代的羟吲哚对末端烯烃的高度对映选择性的迈克尔加成反应。该反应可容纳多种迈克尔供体化合物(不同的取代的3-芳基或甲基羟吲哚)和迈克尔受体化合物(乙烯基酮和乙烯基砜),从而得到所需的羟吲哚产品具有中等至优异的产率(高达99%)和中等至优异的对映选择性(高达91%ee)。