TOTAL SYNTHESIS OF (+/-)-2-PUPUKEANONE

摘要

A synthesis of (+/-)-2-pupukeanone (4) is described in which the pupukeanane skeleton is assembled by means of intramolecular cyclization of tosylate 11 and then the attachment of an isopropyl group at the appropriate position of the tricyclic ring system. The key intermediate 11 was constructed. via a sequence begining from readily available ketone 5 and proceeding through bicyclo[3.2.1]ketone 8 by regioselective ring expansion. [References: 20]