Stereochemistry of 1,3-dipolar Cycloaddition Reaction ofAzomethine Ylides Derived fromN-alkyl-N-(4-toluenesulfonyl)carbamoylmethyl phenanthridiniumwith Olefinic Dipolarophiles.

A series of prepared N-alkyl-N-(p-toluenesulfonyl) bromoacetamides afforded with phenanthridine quarternary phenanthridinium salts. These when treated with triethylamine in dichloromethane form azomethine ylides that undergo cyclization reaction with present activated olefinic double bond. This way pyrrolidino[1,2-f]phenanthridines can be obtained. Their stereochemistry was studied. Some of them were separated on non-racemic cellulose based sorbents with CD detection.