Stereochemical studies. Part 50. Saturated heterocycles. Part 29. Synthesis and x-ray analysis of stereoisomeric dodecahydropyrido[2,1-b]quinazolin-11-ones

Ferenc Fülöp, Kálmán Simon, Gábor Tóth, István Hermecz, Zoltán Mészáros, Gábor Bernáth

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Abstract

Reductions of cis- and trans-decahydropyrido[2,1-b]quinazolin-11-ones (4), (3) and their quaternary salts (10), (9), prepared by means of dimethyl sulphate, have been investigated. Stereospecific or stereoselective formation of the unsubstituted tricycles was found, whereas the 5-methylperhydropyrido-[2,1- b]quinazolines were formed stereospecifically only in the case of the trans-derivatives. The relative configurations of the 5-methyl compounds were established by means of configurative correlation, and the steric structures of the r-4a,c-5a,t-11a- and r-4a,c-6a,c-11a-dodecahydropyrido[2,1-b]quinazolin-11- ones (5a) and (7a), respectively, were determined by X-ray diffraction analysis.

Original languageEnglish
Pages (from-to)2801-2806
Number of pages6
JournalJournal of the Chemical Society, Perkin Transactions 1
Publication statusPublished - Dec 1 1982

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ASJC Scopus subject areas

  • Chemistry(all)

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