4.0 Article

Advances on asymmetric organocatalytic 1,4-conjugate addition reactions in aqueous and semi-aqueous media

Journal

TETRAHEDRON-ASYMMETRY
Volume 28, Issue 7, Pages 849-875

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetasy.2017.05.011

Keywords

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Funding

  1. Department of Science and Technology, India [SR/FT/CS-013/2009]
  2. University Grant Commission, India
  3. Department of Science and Technology, Government of India

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Asymmetric Michael addition reactions or 1,4-conjugate addition reactions are considered to be the fundamental C-C bond-forming reaction for the construction of chiral beta-nitro, beta-carbonyl and several other important structural motifs in organic synthesis. After the development of many chiral metal complexes as catalysts, a tremendous growth in the design and applications of variety of new chiral organocatalysts for asymmetric 1,4-conjugate addition reactions has been witnessed over the last two decades. Initially, asymmetric organocatalysis has been performed in organic solvents, but gradually performing the same catalysis in aqueous and semi-aqueous media became a necessity due to environmental aspects as well as to achieve better reactivity and selectivity. The structural and functional diversity of the chiral organocatalysts derived from natural and synthetic sources utilized differently the water either as the sole solvent, co-solvent or additive for optimising their best performances. In the present review, we discuss a detailed and comprehensive report on the advancement in the, field of asymmetric organocatalytic 1,4-conjugate addition reactions in aqueous and semi-aqueous media. (C) 2017 Elsevier Ltd. All rights reserved.

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