Saturated heterocycles-113. Synthesis and stereochemical investigation of cis- and trans-1-substituted 7,8-dimethoxy-1,4,5,9b-tetrahydro-2H-azeto[2,1-a]isoquinolines

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Abstract

Stereospecific and stereoselective syntheses starting from 1-[bis(hydroxymethyl)methyl)]- (1) and 1-ethoxycarbonyl-methylene-6, 7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (13) gave cis- and trans-1-chloromethyl- (10, 4a), 1-methyl- (11, 12) and 1-benzyl-1,4,5,9b-tetrahydro-2A-azeto(2,1-a]iso-quinolines (20, 21). The steric structures of the diastereomers were determined'By NMR spectroscopy.

Original languageEnglish
Pages (from-to)1887-1894
Number of pages8
JournalTetrahedron
Volume43
Issue number8
DOIs
Publication statusPublished - 1987

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ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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