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■ Effect of C-1, C-2, and C-3 Substituents on the Conformational Equilibrium of Indolo[2,3-a]quinolizidines

Mauri Lounasmaa* and Pirjo Hanhinen

*Laboratory for Organic and Bioorganic Chemistry, Technical University of Helsinki, P.O. Box 6100, FIN-02150 HUT Espoo, Finland

Abstract

Conformational behavior of indolo[2,3-a] quinolizidines possessing alkyl (or similar) and/or methoxycarbonyl substituents at C-1, C-2, and/or C-3 positions has been examined. Effects influencing the conforrnational equilibrium are discussed. A method of predicting the predominant conformation, usually with good accuracy, is described. Combined with ¹³C NMR data the method can be used for stereochemical conclusions.