New procedures for the Juliá–Colonna asymmetric epoxidation: synthesis of (+)-clausenamide

1998/01/01 by Michael W. Cappi, Robert W. Flood, Stanley M. Roberts +5 · 4 citations
Chemistry · #Asymmetric Synthesis and Catalysis #Chemical Synthesis and Reactions #Synthetic Organic Chemistry Methods

paper · doi:10.1039/a801450g

openalex publication_date 1998/01/01 · openalex created_date 2025/10/10 · openalex updated_date 2026/06/11

Abstract

The oxidation of chalcone 1 to optically active epoxide 2 [a precursor of (+)-clausenamide (+)-3] may be effected using a 15-mer or 20-mer of L-leucine bound to a PEG based support; poly-L-leucines of this type may be used as immobilised catalysts in a fixed-bed reactor.

Cited by

• Asymmetric epoxidation of α,β-unsaturated ketones catalyzed by silica-grafted poly-(l)-leucine catalysts
• Asymmetric Epoxidation of Electron‐Deficient Alkenes
• Asymmetric epoxidation of some arylalkenyl sulfones using a modified Juliá–Colonna procedure
• Juliá–Colonna epoxidation [wikipedia]