手性硼配合物催化2'-羟基查尔酮与α,β-环状甲亚胺亚胺的不对称[3+2]环加成反应
Chiral-Boron-Complex-Catalyzed Asymmetric [3 + 2] Cycloaddition of 2'-Hydroxychalcones with ,'-Cyclic Azomethine Imines.
作者信息
Chai Guo-Li, Yao En-Ze, Liu Rui-Hao, Chang Junbiao
机构信息
NMPA Key Laboratory for Research and Evaluation of Innovative Drug, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, People's Republic of China.
出版信息
Org Lett. 2022 Sep 9;24(35):6449-6454. doi: 10.1021/acs.orglett.2c02597. Epub 2022 Aug 30.
We report the ()-3,3'-I-BINOL-boron-complex-catalyzed asymmetric 1,3-dipolar cycloaddition of 2'-hydroxychalcones with ,'-cyclic azomethine imines, providing the corresponding ,'-bicyclic pyrazolidine derivatives with three contiguous tertiary stereocenters in high yields with excellent diastereo- and enantioselectivities (up to >99:1 diastereomeric ratio and >99% enantiomeric excess). This catalytic system exhibits advantages of mild reaction conditions, high efficiency, and broad substrate scopes.
我们报道了（）-3,3'-I-联萘酚-硼络合物催化的2'-羟基查尔酮与，'-环甲亚胺亚胺的不对称1,3-偶极环加成反应，以高产率、优异的非对映和对映选择性（高达>99:1的非对映体比例和>99%的对映体过量）提供了相应的，'-双环吡唑烷衍生物，该衍生物具有三个相邻的叔立体中心。该催化体系具有反应条件温和、效率高和底物范围广等优点。
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