Hetero-Diels-Alder synthesis of the spiroketal fragment of reveromycin A

Abstract

The asymmetric synthesis of the 6,6-spiroketal fragment 15 of the epidermal growth factor inhibitor reveromycin A (1) is described. A hetero-Diels-Alder reaction was utilized to construct the 6,6-spiroketal 14 and subsequent stereoselective hydroboration provided reveromycin A spiroketal 15. (C) 2000 Elsevier Science Ltd.