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Creation of bispiro[pyrazolone-3,3′-oxindoles] via a phosphine-catalyzed enantioselective [3 + 2] annulation of the Morita–Baylis–Hillman carbonates with pyrazoloneyldiene oxindoles

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Abstract

A [3 + 2] annulation between the Morita–Baylis–Hillman (MBH) carbonates and pyrazoloneyldiene oxindoles catalyzed by (S)-SITCP has been developed. Structurally novel bispiro[pyrazolone-3,3′-oxindoles] containing two contiguous quaternary stereogenic centers were created in excellent yields, in a diastereospecific and highly enantioselective manner.

Graphical abstract: Creation of bispiro[pyrazolone-3,3′-oxindoles] via a phosphine-catalyzed enantioselective [3 + 2] annulation of the Morita–Baylis–Hillman carbonates with pyrazoloneyldiene oxindoles

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Publication details

The article was received on 03 Apr 2019, accepted on 01 May 2019 and first published on 06 May 2019


Article type: Research Article
DOI: 10.1039/C9QO00471H
Org. Chem. Front., 2019, Advance Article

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    Creation of bispiro[pyrazolone-3,3′-oxindoles] via a phosphine-catalyzed enantioselective [3 + 2] annulation of the Morita–Baylis–Hillman carbonates with pyrazoloneyldiene oxindoles

    J. Zhang, W. Chan, L. Chen, N. Ullah and Y. Lu, Org. Chem. Front., 2019, Advance Article , DOI: 10.1039/C9QO00471H

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