CHIRAL INDUCTION IN ARYL RADICAL CYCLIZATION TO THE ALDIMINO FUNCTIONAL-GROUP

6-endo Cyclization of aryl radicals to carbon of aldimino double bonds (N-5/C-6) in chiral ortho-substituents afforded 1,2,3,4-tetrahydroiso quinolines in yields to 69%, with 58% d.e. and 97% e.e., while 5-exo c yclization to carbon in isomeric radicals (C-5/N-6 aldimine), leading to indanamines, was highly regioselective and fast, k5-exo = 3.9 x 10( 8) s-1 at 80-degrees-C.