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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
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Symmetry 2011, 3(2), 165-170; https://doi.org/10.3390/sym3020165
Received: 10 March 2011 / Revised: 11 April 2011 / Accepted: 12 April 2011 / Published: 20 April 2011
(This article belongs to the Special Issue Asymmetric Organocatalysis)
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. View Full-Text
Keywords: organocatalyzed reactions; spiro[oxindole-3,4'-4'H-pyrane]; Brevicolline; Cinchonidine; Cinchonine organocatalyzed reactions; spiro[oxindole-3,4'-4'H-pyrane]; Brevicolline; Cinchonidine; Cinchonine
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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.

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