Enantiospecific first total synthesis of (+)-2β-hydroxysolanascone, the aglycone of the phytoalexin isolated from flue-cured tobacco leaves

The first total synthesis of (+)-2β-hydroxysolanascone, the aglycone of the phytoalexin 2β-hydroxysolanascone-β-glucopyranoside isolated from flue-cured tobacco leaves (N. tabacum L., OCL), and its 2,10-diepi- and 2α-epimers has been accomplished, starting from the readily available monoterpene (R)-carvone.