38409-25-5Relevant articles and documents
Coumarins and Other Constituents of Skimmia malanocarpa: Conversion of (+)-Ulopterol to a Natural Coumarin, 6-(2'-Oxo-3'-methyl)butyl-7-methoxycoumarin and to 6-(2',3'-Dibromo-3'-methyl)butyl-7-hydroxycoumarin
Talapatra, Bani,Basak, Anjusri,Talapatra, Sunil K.
, p. 465 - 467 (2007/10/02)
Twigs of Skimmia malanocarpa (fam.Rutaceae) affords scopoletin methyl ether, isocopoletin, umbelliferone and (+)-ulopterol, taraxerone and β-sitosterol. (+)-Ulopterol (I) has been converted into 6-(2'-oxo-3'-methyl)butyl-7-methoxycoumarin (IV) on treatment with p-toluenesulphonic acid effecting a pinacol-pinacolone type rearrangement involving a hydride shift.On treatment with BBr3 in CH2Cl2, I gives 6-(2',3'-dibromo-3'-methyl)butyl-7-hydroxycoumarin (III). 13C NMR spectral data of (+)-ulopterol are also given.