Total synthesis of (-)-HM-3 and (-)-HM-4 utilizing a palladium-catalyzed addition of an arylboronic acid to an allenic alcohol followed by eschenmoser-claisen rearrangement

Article abstract of DOI:10.1055/s-0033-1341059

The first asymmetric total synthesis of (-)-HM-3 and (-)-HM-4, aromatic sesquiterpenes isolated from the phytopathogenic fungus Helicobasidium mompa, has been achieved. Highlight of the synthesis is an enantiospecific construction of the quaternary carbon stereocenter utilizing a palladium-catalyzed addition of arylboronic acid to the allenic alcohol followed by Eschenmoser-Claisen rearrangement. Georg Thieme Verlag Stuttgart New York.