Regiospecific 4'-o-β-glucosidation of isoflavones

Article abstract of DOI:10.1016/S0040-4039(98)02124-8

The first stereospecific synthesis of isoflavone-4'-O-β-glucosides from unprotected isoflavone aglycones is presented. The procedure, involving a solid/liquid crown ether catalysed phase transfer system has been used for the synthesis of daidzein 4'-O-β-glucoside 3, genistein 4'-O-β-glucoside 4, and of the isoflavone-7-O-β-glucosides genistin and daidzin in improved yields.