Chart 1. Asymmetric Epoxidation of Allylic Alcoholsa^,b^,c^,d^,e^,f^,8.

^a Unless otherwise stated, reactions were performed on a 0.50 mmol scale of allylic alcohols 1 using 2.0 equiv; 30% aqueous H₂O₂, 2 mol % WO₂(acac)₂, 2.4 mol % BHA ligand, and 0.5 equiv NaCl at rt in 5 mL DCM.

^b Yields of the isolated products.

^c Determined by HPLC on a chiral stationary phase on the corresponding benzoates.

^d Determined by HPLC on a chiral stationary phase.

^e 5 mol % WO₂(acac)₂ and 5.5 mol % BHA-5 were used. Reaction time: 24 h

^f Determined by GC on a chiral stationary phase.