exo-2,3-Epoxybicyclo[2.2.1]heptan-endo-5,6-dicarboximides: versatile starting materials for the preparation of oxazaheterocyclic cage compounds

摘要

A convenient method is reported for the synthesis of N-substituted exo-2-hydroxy-6-aza-4-oxatetra-cyelo[5.2.1.1~(3,5)0~(8,9)]undecan-7-ones, exo-2-hydroxy-6-aza-4-oxatetracyclo[5.2.1.1~(3,5)0~(8,9)]undecanes, and endo-8,exo-9-dihydroxy-4-azatricyclo[5.2.1.0~(2,6)]decanes in high to moderate yields. The method involves treatment of easily available exo-2,3-epoxybicyclo[2.2. 1]heptan-endo-5,6-di-carboximides with LiAlH4.