Formation of novel polycyclic cage compounds through 'uncaging' of readily accessible higher cage compounds

Abstract

The synthesis of the novel cage compounds 7-halomethyl-8-(carbomethoxy)tetracyclo[4.2.1.1(4,7).0(2,5)]deca-3-(11)-ene-10-ones, methyl-4-methylene-6-oxopentacyclo[5.4.0.0.(2,5).0(3,10).0(7,9)]undecane-9-carboxylate, 3-chloromethyl-4-(carbomethoxy)tetracyclo[4.2.1.1.(3,8).0(2,5)]deca-7(11)ene-10-one, 2-bromo-5-methyl-8-methylene-6-oxotricyclo[5.3.0.0(3,9)]decane-4-carboxylic acid and 2-bromo-5-methyl-8-methylene- 6-oxotricyclo[5.3.0.0(3,9)]decane-4-methyl carboxylate, achieved through base catalyzed rearrangement, is described.