An Expedient Enantioselective Strategy for the Oxatetracyclic Core of Platensimycin

An enantioselective route for the synthesis of oxatetracyclic core of platensimycin is reported for the first time using a 5-exo-trig cyclization followed by intramolecular etherification as key reactions. The requisite dienynone for the radical cyclization is synthesized in eight steps from the Wieland−Miescher ketone employing a Claisen rearrangement.