Issue 85, 2015

Catalytic asymmetric construction of spiro[pyrrolidine-2,3′-oxindole] scaffolds through chiral phosphoric acid-catalyzed 1,3-dipolar cycloaddition involving 3-amino oxindoles

Abstract

The catalytic asymmetric three-component 1,3-dipolar cycloaddition of 3-amino oxindoles with aldehydes and nitroolefins under the catalysis of a chiral phosphoric acid is reported. The reaction provides a facile approach to synthesize a diverse array of spiro[pyrrolidine-2,3′-oxindoles] in high yields with excellent diastereo- and enantioselectivities under mild conditions.

Graphical abstract: Catalytic asymmetric construction of spiro[pyrrolidine-2,3′-oxindole] scaffolds through chiral phosphoric acid-catalyzed 1,3-dipolar cycloaddition involving 3-amino oxindoles

Supplementary files

Article information

Article type
Communication
Submitted
13 Jul 2015
Accepted
20 Aug 2015
First published
26 Aug 2015

Chem. Commun., 2015,51, 15510-15513

Catalytic asymmetric construction of spiro[pyrrolidine-2,3′-oxindole] scaffolds through chiral phosphoric acid-catalyzed 1,3-dipolar cycloaddition involving 3-amino oxindoles

G. Zhu, B. Wang, X. Bao, H. Zhang, Q. Wei and J. Qu, Chem. Commun., 2015, 51, 15510 DOI: 10.1039/C5CC05798A

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