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Karl Anker Jørgensen

Asymmetric Organocatalytic Epoxidations: Reactions, Scope, Mechanisms, and Applications

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  • Rebecca L. Davis, Denmark
  • Julian Stiller, Denmark
  • Tricia Naicker, Catalysis and Peptide Research Unit, University of KwaZulu Natal, Denmark
  • Hao Jiang, Denmark
  • Karl Anker Jorgensen
Chiral epoxides serve as versatile building blocks in the synthesis of complex organic frameworks. The high strain imposed by the three-membered ring system makes epoxides prone to a variety of nucleophilic ring-opening reactions. Since the development of the Sharpless epoxidation, there have been many important contributions and advances in this area. With the rapid development of the field of asymmetric organocatalysis, a wide range of organocatalysts is now able to catalyze the epoxidation of broad class of unsaturated carbonyl compounds. In this Minireview, recent progress in the development of organocatalytic asymmetric epoxidation methods, the proposed mechanisms of these reactions and their applications as intermediates is reported.
Original languageEnglish
JournalAngewandte Chemie International Edition
Volume53
Issue29
Pages (from-to)7406-7426
Number of pages21
ISSN1433-7851
DOIs
Publication statusPublished - 14 Jul 2014

    Research areas

  • epoxidation, organocatalysis, reaction mechanisms, small ring systems, synthetic methods, HIGHLY ENANTIOSELECTIVE EPOXIDATION, PHASE-TRANSFER CATALYSTS, ENOL ESTER EPOXIDES, COLONNA STEREOSELECTIVE EPOXIDATION, OXAZOLIDINONE-CONTAINING KETONES, COUNTERANION-DIRECTED CATALYSIS, TRANSFER MEDIATED EPOXIDATION, SULFONIUM YLIDE EPOXIDATION, WEITZ-SCHEFFER EPOXIDATION, COREY-CHAYKOVSKY REACTION

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