Next Article in Journal
Quantum Theory and Probability Theory: Their Relationship and Origin in Symmetry
Next Article in Special Issue
Organocatalytic Enantioselective Henry Reactions
Previous Article in Journal / Special Issue
Primary Amino Acid Lithium Salt-Catalyzed Asymmetric Michael Addition of Carbon Nucleophiles to Enones
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

* ,
,
,
 and
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)
Download PDF [179 KB, uploaded 20 April 2011]
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 organocatalyzed reactions; spiro[oxindole-3,4'-4'H-pyrane]; Brevicolline; Cinchonidine; Cinchonine
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Export to BibTeX |
EndNote


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.


Symmetry EISSN 2073-8994 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert