Catalytic iron-mediated ene carbocyclizations of trienes: Investigations into the stereoselective formation of some bicyclic lactams and amines.

James M. Takacs, John J. Weidner, Beckie E. Takacs

Research output: Contribution to journalArticle

35 Citations (Scopus)

Abstract

Certain bicyclic ring systems (i.e., indolizidine and quinolizidine ring systems) are constructed in a stereoselective fashion using an iron-catalyzed carbocyclization. It is noteworthy that the reduced iron catalyst tolerates triene substrates containing a basic nitrogen and that the chemical efficiency and the degree of 1,3-stereoinduction are dramatically influenced by the nature of the substrate (amine versus amide) and the nature of the ligand (2,2′-bipyridine versus bisoxazoline) employed in the iron catalyst system.

Original languageEnglish (US)
Pages (from-to)6219-6222
Number of pages4
JournalTetrahedron Letters
Volume34
Issue number39
DOIs
StatePublished - Sep 24 1993

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Lactams
Amines
Iron
Indolizidines
Quinolizidines
Catalysts
Substrates
Amides
Nitrogen
Ligands

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Catalytic iron-mediated ene carbocyclizations of trienes : Investigations into the stereoselective formation of some bicyclic lactams and amines. / Takacs, James M.; Weidner, John J.; Takacs, Beckie E.

In: Tetrahedron Letters, Vol. 34, No. 39, 24.09.1993, p. 6219-6222.

Research output: Contribution to journalArticle

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