Y. Takemoto et al., CAN-MEDIATED TANDEM 5-EXO-CYCLIZATION OF TERTIARY AMINOCYCLOPROPANES - NOVEL ACCELERATIVE EFFECT OF AN N-BENZYL GROUP FOR OXIDATIVE RING-OPENING, Chemical communications, (6), 1998, pp. 651-652
Treatment of tertiary cyclopropylamines with cerium(IV) ammonium nitra
te (CAN) gave ring-opened ketones and/or bicyclic secondary amines via
an oxidative cyclopropane cleavage followed by a hydrogen abstraction
or 5-exo radical cyclization: an N-benzyl group plays a crucial role
in these reactions.