Synthesis of corynantheidine alkaloids-II. An unusual epimerization of indolo[2,3-a]- and benzo[a]quinolizidine derivatives

M. Bárczai-Beke, G. Dörnyei, M. Kajtár, Cs Szántay

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

2,3-cis-Substituted quinolizidine-enamines can be epimerized to the corresponding trans compounds, if suitable substituents are attached to the CH group linked to C atom No. 2. This observation allows the transformation of indolo[2,3-a]- and benzo[a]quinolizidines of allo configuration into their normal stereoisomers. Starting from optically active compounds, it has been established on the basis of their CD curves that the epimerization proceeds at C(2).

Original languageEnglish
Pages (from-to)1019-1023
Number of pages5
JournalTetrahedron
Volume32
Issue number9
DOIs
Publication statusPublished - 1976

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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