1,3-Dipolare cycloadditionen von 6,7-dialkoxy-3,4-dihydroisochinolinium-Salzen

Zoltán Bende, L. Tőke, Lutz Weber, Gábor Tóth, Frank Janke, G. Csonka

Research output: Contribution to journalArticle

31 Citations (Scopus)

Abstract

1,3-Dipolar cycloaddition of 6,7-dialkoxy-3,4-dihydroisoquinolinium salts to dipolarophiles of azomethin- and alkene type have been investigated. The regioselectivity of the reactions rationalized on the basis of the perturbation theory, using CNDO/2 and CNDO/S approximations. Good agreement between the calculated and experimental results was achieved only when a distance of 3 Å in the transition state between the molecules was chosen. The exo/endo ratio of the cycloadducts has also been rationalized.

Original languageGerman
Pages (from-to)369-375
Number of pages7
JournalTetrahedron
Volume40
Issue number2
DOIs
Publication statusPublished - 1984

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

1,3-Dipolare cycloadditionen von 6,7-dialkoxy-3,4-dihydroisochinolinium-Salzen. / Bende, Zoltán; Tőke, L.; Weber, Lutz; Tóth, Gábor; Janke, Frank; Csonka, G.

In: Tetrahedron, Vol. 40, No. 2, 1984, p. 369-375.

Research output: Contribution to journalArticle

Bende, Zoltán ; Tőke, L. ; Weber, Lutz ; Tóth, Gábor ; Janke, Frank ; Csonka, G. / 1,3-Dipolare cycloadditionen von 6,7-dialkoxy-3,4-dihydroisochinolinium-Salzen. In: Tetrahedron. 1984 ; Vol. 40, No. 2. pp. 369-375.
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