Improved procedure for Juliá–Colonna asymmetric epoxidation of α,β-unsaturated ketones: total synthesis of diltiazem and Taxol TM side-chain

1997/01/01 by Brian M. Adger, James V. Barkley, Sophie Bergeron +6 · 1 citation
Chemistry · #Asymmetric Synthesis and Catalysis #Synthetic Organic Chemistry Methods #Chemical Synthesis and Reactions

paper · doi:10.1039/a704413e

openalex publication_date 1997/01/01 · openalex created_date 2025/10/10 · openalex updated_date 2026/07/28

Abstract

Poly-L-leucine catalyses the asymmetric epoxidation of enones 1–6 efficiently in a non-aqueous medium to provide the epoxy ketones 7–12 (70–91% yield; 80 to 95% ee). The strategy was used to make diltiazem 16 and the TaxolTM side chain 23 in single enantiomer form.

Cited by

• Juliá–Colonna epoxidation [wikipedia]