Direct construction of novel exo'-selective spiropyrrolidine bisoxindoles via a three-component 1,3-dipolar cycloaddition reaction
Direct construction of novel exo'-selective spiropyrrolidine bisoxindoles via a three-component 1,3-dipolar cycloaddition reaction
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DOI：
10.1016/j.tetlet.2012.02.099
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发表时间：
2012-05-02
影响因子：
1.8
通讯作者：
Wang, Xiaoyan
中科院分区：
文献类型：
--
作者：
Liu, Jie;Sun, Hongbao;Wang, Xiaoyan
An efficient synthesis of novel exo'-selective spiropyrrolidine bisoxindoles has been achieved via a three-component 1,3-dipolar cycloaddition reaction. The azomethine ylides generated in situ from substituted isatin and primary alpha-amino acid methyl ester (or primary a-amino acids) reacted with the Knoevenagel adducts of substituted isatin to furnish novel spiropyrrolidine bisoxindoles in high yields (up to 99%). The structure and relative stereochemistry of cycloadducts were confirmed by single crystal X-ray diffraction. The possible mechanism was proposed and the cycloaddition proceeded via exo'-transition state. (C) 2012 Elsevier Ltd. All rights reserved.
