Asymmetric synthesis of 1-substituted tetrahydroisoquinolines by nucleophilic addition to hydrazonium ions. Application to the enantioselective syntheses of (+)- and (−)-salsolidines and (−)-cryptostyline II

Abstract

Listen

Translate article

Nucleophilic addition of carbon nucleophiles and metal hydride reagents to hydrazonium salts modified by optically active 2-substituted pyrrolidine auxiliaries leads to highly enantioselective synthesis of 1-substituted tetrahydroisoquinolines. This methodology was applied to asymmetric synthesis of the title isoquinoline alkaloids.