Chemistry Letters · 1990 · 21 citations · 9 references
Natural SciencesChemistryCatalysisOrganic ChemistryOrganometallic ChemistryOrganic AcidsOrganic SynthesisAllylic FunctionalizationMild Reaction Conditions
Abstract Periodic acid (H5IO6) in combination with sodium bisulfite was found to be a prominent reagent to convert simple and functionalised olefins into the corresponding iodohydrins in fair to good yields under mild conditions. Allylic alcohols gave iodohydrins whose orientation obeyed anti-Markovnikov rule in contrast to olefins which gave Markovnikov products.
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Notes - Osmium Tetroxide-Catalyzed Periodate Oxidation of Olefinic Bonds
Raphael Pappo, D.M. Allen, René M. Lemieux et al. · The Journal of Organic Chemistry · 1956 · 664 citations