Issue 13, 2019

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

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

Supplementary files

Article information

Article type
Research Article
Submitted
03 Nis 2019
Accepted
01 May 2019
First published
06 May 2019

Org. Chem. Front., 2019,6, 2210-2214

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, 6, 2210 DOI: 10.1039/C9QO00471H

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