The Reaction of ∝, β-epoxyketones with methoxymethylenetriphenylphosphorane, A New Approach to ∝-alkylsubstituted-γ-hydroxy-d, β-unsaturated aldehydes

The reaction of α, β-epoxyketones with methoxymethylenetriphenyl- phosphorane provides a method for the preparation of α-alkylsubstituted γ-hydroxy-α, β-unsaturated aldehydes with one carbon homologation and retention of configuration.

Efficient synthesis of terminal α,β-unsaturated ketones as the intermediates of the proteasome epoxyketone inhibitors via Weinreb amide

Peptidyl epoxyketones were potential antitumor agents due to their 20S proteasome inhibitory activities. Based on their structures and special inhibitory mechanism, a series of compounds were designed by linking the epoxyketone moiety （the Cterminal pharmacophore） and the peptide backbones. To make these compounds, we used a novel method to prepare the terminal α,β-unsaturated ketone, the crucial intermediate, from Weinreb amide with satisfactory yield （62%-65%）.

Bioinspired manganese complexes catalyzed epoxidation for the synthesis of the epoxyketone fragment of carfilzomib

We report herein an efficient catalytic epoxidation reaction for the synthesis of epoxyketone(tert-butyl((S)-4-methyl-1-((R)-2-methyloxiran-2-yl)-1-oxopentan-2-yl)carbamate), which is an important synthetic intermediate of carfilzomib. A series of bioinspired manganese complexes bearing N4 ligands are carefully investigated in the epoxidation of enone precursor with H_2O_2 as oxidant in the presence of carboxylic acid(e.g., acetic acid).