Iodine-induced cyclization reaction of endo-thioester substituted norbornenes followed by methylthio group rearrangement

Article abstract of DOI:10.1016/0040-4039(96)01869-2

Treatment of the endo-thioester group substituted norbornenes 3a-3d with iodine in aqueous tetrahydrofuran at 25°C gave the novel methylthio group rearranged lactonization products 4a-4d in 80% yields; iodolactonization reaction of 9 was applied to the synthesis of novel diacetal trioxa-cage compound 13.