A new approach to the synthesis of peltogynoids, natural isochromeno[4,3-b]-chromenes
Abstract
The (±)-trimethyl ether of the unusual isochromeno[4,3-b]chromene peltogynol 1(R = OMe) and its ring skeleton 1(R = H) have been synthesized via 6-endo intramolecular cyclisation of the radicals derived from the 3-(o-iodobenzyloxy)chromones 17(R = OMe) and 17(R = H ) respectively. The spiroketone 13 can be prepared similarly from 2-(o-iodophenoxymethyl)chromone 12.