Abstract
Direct transformation of structurally different epoxides to the corresponding 1,2-diacetates was studied with catalytic amounts of NaBH4, LiAlH4, CaH2, and NaH. The reactions were carried out in refluxing acetic anhydride within 1.5–2.5 h to give vic-diacetates in good to excellent yields. Conversion of R-(+)-styrene oxide to S-(+)-1,2-diacetoxy-1-phenylethane was carried out with good yield and stereospecificity with the NaBH4/Ac2O system at 0 °C.
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