Control of Diastereofacial Selectivity in the Nucleophilic Epoxidation of γ-Oxygenated-α,β-Unsaturated Sulphones

Article abstract of DOI:10.1016/S0040-4039(00)92395-5

Epoxidation of γ-oxygenated-α,β-unsaturated sulphones 4-8 with lithium t-butyl hydroperoxide proceeds with moderate to high diastereoselectivity to give 2-phenylsulphonyl oxiranes 9-13.The sense of diastereoselectivity is dependent on the steric bulk of t