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Paper | Regular issue | Vol 41, No. 5, 1995, pp.897-909
Published online, 1st January, 1970
DOI: 10.3987/COM-94-6677
1-Acyl-2-alkyl-3,4-epoxy-1,2,3,4-tetrahydroquinolines — Synthesis and Reactions with N-Nucleophiles

Martin Kratzel* and Romana Hiessböck

*Institut für Pharmazeutische Chemie der Universität Wien, Währinger Strasse 10, A-1090 Wien, Austria


Epoxide opening of the title compounds (6) with primary or secondary amines using lithium perchlorate as catalyst gave 1,2,3,4-tetrahydroquinolines with stereochemically well defined substitution pattern in the piperidine moiety (7,8). By-products (9,10), formed by acyl migration, were observed.