Symmetry 2011, 3(2), 165-170; doi:10.3390/sym3020165
Article

Facile and Convenient One-Pot Process for the Synthesis of Spirooxindole Derivatives in High Optical Purity Using (−)-(S)-Brevicolline as an Organocatalyst

Academy Street 3, Institute of Chemistry, Academy of Science of Moldova, MD-2028 Chisinau, Moldova
* Author to whom correspondence should be addressed.
Received: 10 March 2011; in revised form: 11 April 2011 / Accepted: 12 April 2011 / Published: 20 April 2011
(This article belongs to the Special Issue Asymmetric Organocatalysis)
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Abstract: The paper presents an application of the asymmetry approach to spirooxindoles via Brevicolline, Cinchonidine or Cinchonine catalyzed one-pot multicomponent synthesis. Brevicolline, in comparison with Cinchonidine or Cinchonine, catalyzes the reaction of isatins, acetylacetone/ethyl 3-oxobutanoate and malononitrile, with the formation of spiro[oxindole-3,4'-4'H-pirane] derivatives in an optically active form in very good to excellent yields.
Keywords: organocatalyzed reactions; spiro[oxindole-3,4'-4'H-pyrane]; Brevicolline; Cinchonidine; Cinchonine

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MDPI and ACS Style

Macaev, F.; Sucman, N.; Shepeli, F.; Zveaghintseva, M.; Pogrebnoi, V. Facile and Convenient One-Pot Process for the Synthesis of Spirooxindole Derivatives in High Optical Purity Using (−)-(S)-Brevicolline as an Organocatalyst. Symmetry 2011, 3, 165-170.

AMA Style

Macaev F, Sucman N, Shepeli F, Zveaghintseva M, Pogrebnoi V. Facile and Convenient One-Pot Process for the Synthesis of Spirooxindole Derivatives in High Optical Purity Using (−)-(S)-Brevicolline as an Organocatalyst. Symmetry. 2011; 3(2):165-170.

Chicago/Turabian Style

Macaev, Fliur; Sucman, Natalia; Shepeli, Felix; Zveaghintseva, Marina; Pogrebnoi, Vsevolod. 2011. "Facile and Convenient One-Pot Process for the Synthesis of Spirooxindole Derivatives in High Optical Purity Using (−)-(S)-Brevicolline as an Organocatalyst." Symmetry 3, no. 2: 165-170.

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