A NOVEL IODINE-INDUCED SEQUENTIAL CYCLIZATION REACTION OF NORBORNENE DERIVATIVES LEADING TO THE FORMATION OF NOVEL IODO-CAGE COMPOUNDS

Treatment of the bis-endo-thioester and acyl group substituted norborn enes 1a-d and 9a-c with iodine in aqueous tetrahydrofuran at 25 degree s C gave the novel iodo-cage compounds 2a-d and 10a-c in 80-90% yields respectively, the first example of sequential cyclization of norborne ne derivatives induced by an iodine electrophile.