4.5 Article

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

Journal

SYMMETRY-BASEL
Volume 3, Issue 2, Pages 165-170

Publisher

MDPI
DOI: 10.3390/sym3020165

Keywords

organocatalyzed reactions; spiro[oxindole-3,4 '-4 ' H-pyrane]; Brevicolline; Cinchonidine; Cinchonine

Funding

  1. Royal Society International Joint Project [JP090309]

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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.

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