Hexahydro-dibenz[d,f]azecines: Existence of Two Conformational Isomers of the 6-Oxo derivatives in Solution1)

Yoshisuke Tsuda, Masami Murata, Fumiyuki Kiuchi

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

New hexahydro-dibenz[d,f]azecines, 11 and 12, were synthesized from the homoerythrinan-enone 3. Their 6-oxo derivatives were shown to exist in two conformations in solution due to the rotational isomerism of the ten-membered lactam group. An example of remarkably large separation of two methylenedioxy protons in the proton nuclear magnetic resonance spectrum due to their non-equivalence is also presented.

Original languageEnglish
Pages (from-to)3910-3914
Number of pages5
JournalChemical and Pharmaceutical Bulletin
Volume34
Issue number9
DOIs
Publication statusPublished - 1986
Externally publishedYes

Keywords

  • dibenz[d
  • f]-azecine tetrahydro-dibenz[d
  • f]azecin-6(5h)-one conformational isomer rotational isomerism ten-membered lactam methylenedioxy group ]H-NMR
  • f]azecine alkaloid homoerythrinan-enone hexahydro-dibenz[d

ASJC Scopus subject areas

  • Chemistry(all)
  • Drug Discovery

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