Preparation and steric structures of saturated or partially saturated cyclopentane-and cyclohexane[b]pyrrolo[1,2-a][3,1]benzoxazine isomers [1]

Miklós Virág, Gábor Günther, Zsolt Böcskei, Pál Sohár, Gábor Bernáth, Géza Stájer

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Abstract

The reactions of 2-ethoxycarbonylmethyleyclopentanone (1) with cis- (3a) and trans-2-hydroxymethylcyclohex-4-enyl-1-amine (3b) and of 2-ethoxycarbonylmethylcyclohexanone (2) with stereoisomeric 2-hydroxymethyl-1-cyclohexylamines (4a,b) yield the isomeric cyclopentane-(5a,b) and cyclohexane[b] pyrrolo[1,2-a][3,1]benzoxazinones (6a,b) with unsaturated (5) or saturated (6) ring A. The steric structures were elucidated by means 1H, 13C NMR and X-ray measurements.

Original languageEnglish
Pages (from-to)147-154
Number of pages8
JournalJournal of Molecular Structure
Volume440
Issue number1-3
DOIs
Publication statusPublished - Jan 1 1998

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Keywords

  • 2-Hydroxymethylcyclohexane- and -hex4-ene-1-amine
  • Cyclohexane[b]pyrrolo[1,2-a][3,1]benzoxazinone
  • NMR and X-ray
  • Saturated heterocycles
  • Stereostructure

ASJC Scopus subject areas

  • Analytical Chemistry
  • Spectroscopy
  • Organic Chemistry
  • Inorganic Chemistry

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