title: New strategy for the synthesis of tetrahydroisoquinoline alkaloids.
abstract: [reaction: see text] A general strategy for the formation of 1,3-cis-substituted tetrahydroisoquinolines is described from ortho-iodo imines involving Larock isoquinoline synthesis, addition of organolithium compounds to unactivated isoquinolines, and ionic hydrogenation. In addition, a new synthesis of lactams via an unprecedented azide cyclization in the presence of a sulfonium ion is described.
authors.affiliation: Department of Chemistry and Biochemistry, University of Texas at Austin, Austin, Texas 78712, USA. p.magnus@mail.utexas.edu
authors.forename: Philip
authors.initials: P
authors.lastname: Magnus
authors.forename: Kenneth S
authors.initials: KS
authors.lastname: Matthews
authors.forename: Vince
authors.initials: V
authors.lastname: Lynch
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D006865:Hydrogenation; D007097:Imines / Q000737:chemistry; D007546:Isoquinolines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000470:Alkaloids; D007097:Imines; D007546:Isoquinolines; C039109:isoquinoline