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- W2028211192 abstract "Treatment of a solution of geraniol and (t-BuO)3Al in benzene with t-BuOOH at 5 °C gives (2R*, 3R*)-2,3-epoxy-3,7-dimethyl-6-octenyl acetate in 83% yield after acetylative workup. Eight allylic alcohols are converted to α,β-epoxy alcohols in preparative yields. The epoxidation of secondary (E)-allylic alcohols shows opposite stereoselectivities to t-BuOOH–VO(acac)2 system. Asymmetric epoxidation with a chiral hydroxamic acid as a ligand gives unsatisfactory degrees of enantiomeric excess. The same system can also convert secondary alcohols into ketones in excellent yields, while primary ones react very slowly." @default.
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- W2028211192 date "1983-12-01" @default.
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- W2028211192 title "Stereoselective Epoxidation of Allylic Alcohols and Dehydrogenative Oxidation of Secondary Alcohols by Means of<i>t</i>-Butyl Hydroperoxide and Aluminium Reagents" @default.
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- W2028211192 doi "https://doi.org/10.1246/bcsj.56.3791" @default.
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