Asymmetric Hydroboration-Oxidation of Methylstyrene

Abstract: Co-hydroboration-oxidation of methylstyrene and optically active limonene using borane dimethylsulfide has produced the resultant 2-phenylpropanol in up to a 90:10 enantiomeric ratio. The increased polarity of the diol by-product enables easier separation via column chromatography compared to other commonly used asymmetric hydroboration reagents. The enantiomeric ratio was determined by NMR analysis of the menthyl chloroformate derivative of the 2-phenylpropanol product.

2 thoughts on “Asymmetric Hydroboration-Oxidation of Methylstyrene

Leave a Reply

Your email address will not be published. Required fields are marked *