74741-18-7Relevant academic research and scientific papers
Oxidative Displacement of Hypervalent Iodine from Alkyl Iodides
Cambie, Richard C.,Chambers, David,Lindsay, Barry G.,Rutledge, Peter S.,Woodgate, Paul D.
, p. 822 - 827 (2007/10/02)
Oxidative displacement of iodine from primary alkyl iodides and vic-substituted iodocyclohexanes with m-chloroperbenzoic acid in either dichloromethane or t-butyl alcohol-water gives primary alcohols and vic-substituted cyclohexanols, respectively.Retention of configuration at the displacement centre occurs for all of the trans-vic-substituted iodocyclohexanes except the iodoacetate and iodotrifluoroacetate where inversion of configuration occurs to give cis-hydroxy-esters.Oxidation of (S)-2-iodo-octane occurs with almost complete inversion to give (R)-octan-2-ol but also affords octan-1-ol, octan-3-ol, and octan-2-one.
