Advances in immobilized organocatalysts for the heterogeneous asymmetric direct aldol reactions

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Abstract

The aim of this article is to collect the results published from the beginning (2000) on asymmetric direct aldol reactions taking place in the presence of immobilized chiral organocatalysts. The seven groups of organocatalysts discussed are: asymmetric direct aldol reactions catalyzed by: (1) covalently bonded immobilized hydroxyproline organocatalysts; (2) covalently bonded immobilized prolinamide organocatalysts; (3) covalently bonded immobilized peptide organocatalysts; (4) other covalently bonded immobilized chiral organocatalysts; (5) chiral organocatalysts bonded by ionic groups; (6) chiral organocatalysts with adsorptive bonding; and (7) other types of immobilized chiral organocatalysts. The main objective of this article based on results obtained by using about 360 immobilized organocatalysts, to bring to the focus of catalyst systems in which the aldol reactions yield beta-hydroxyketones of maximal optical purity, while keeping catalyst concentrations and reaction times as low and as short as possible. Trends recognized in data obtained in this field of investigation may mark out further tasks for the purpose of practical application.

Original languageEnglish
Pages (from-to)192-255
Number of pages64
JournalCatalysis Reviews - Science and Engineering
Volume57
Issue number2
DOIs
Publication statusPublished - Apr 3 2015

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Keywords

  • Chiral organocatalysts
  • Direct aldol reaction
  • Heterogeneous asymmetric catalysis
  • Immobilizations
  • PeptidesHeterogeneous asymmetric catalysis
  • Proline and derivatives

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Process Chemistry and Technology

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