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The Catalytic Asymmetric Synthesis of CF3-Containing Spiro- Oxindole-Pyrrolidine-Pyrazolone Compounds through Squaramide-Catalyzed 1,3-Dipolar Cycloaddition

Abstract

The pharmaceutically important compounds were synthesized through the organocatalytic 1,3-dipolar cycloaddition reaction. In the presence of cinchonine-derived squaramide catalyst, the cycloaddition of N-2,2,2-trifluoroethylisatin ketimines with α,β-unsaturated pyrazolones gave a spiro-pyrrolidine-linked oxindole and pyrazolone compound bearing four consecutive stereocenters and two vicinal spiroquaternary chiral centers, in excellent yields and stereoselectivities.

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Publication details

The article was received on 28 Mar 2019, accepted on 09 May 2019 and first published on 09 May 2019


Article type: Communication
DOI: 10.1039/C9OB00720B
Org. Biomol. Chem., 2019, Accepted Manuscript

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    The Catalytic Asymmetric Synthesis of CF3-Containing Spiro- Oxindole-Pyrrolidine-Pyrazolone Compounds through Squaramide-Catalyzed 1,3-Dipolar Cycloaddition

    C. Wang, D. Wen, H. Chen, Y. Deng, X. liu, X. liu, L. wang, F. Gao, Y. Guo, M. Sun, K. Wang and W. Yan, Org. Biomol. Chem., 2019, Accepted Manuscript , DOI: 10.1039/C9OB00720B

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