New strategy for the synthesis of tetrahydroisoquinoline alkaloids.

Autor: Magnus P; Department of Chemistry and Biochemistry, University of Texas at Austin, Austin, Texas 78712, USA. p.magnus@mail.utexas.edu, Matthews KS, Lynch V
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2003 Jun 12; Vol. 5 (12), pp. 2181-4.
DOI: 10.1021/ol034683+
Abstrakt: [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.
Databáze: MEDLINE