Asymmetric epoxidation of allyl alcohol derivatives by ω‐hydroxylase from Pseudomonas oleovorans

This paper described the application of non‐heme monooxygenase system from Pseudomonas oleovorans to the syntheses of chiral 3‐(benzyloxy)‐, 3‐(allyloxy)‐, 3‐(butyloxy)‐ and 3‐(aryloxy)‐1,2‐epoxypropanes (6) from their corresponding allyl alcohol derivatives. The epoxides were determined to be R forms with good enantiomeric excess. The specificities of the enzymatic epoxidation of olefines and hydroxylation of the radical probe trans‐2‐phenyl‐1‐methylcyclopropane were discussed with regard to the reaction mechanism.