Conformational Equilibrium of 4-Hydroxy- and 4-Acetoxy-4-(3-aryloxy-1-propynyl)-1-(2-ethoxyethyl)piperidinium Salts in Solution |
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| Authors: | I A Poplavskaya K B Bazhykova K D Praliev |
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| Institution: | (1) Ministry of Education and Science of Kazakhstan Republic, Bekturov Institute of Chemical Science, ul. Ch. Valikhanova 106, Almaty, 480100, Kazakhstan |
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| Abstract: | 4-Hydroxy- and 4-acetoxy-4-(3-aryloxy-1-propynyl)-1-(2-ethoxyethyl)piperidine hydroclorides in aprotic solvents give rise to equilibrium mixtures of two epimers. In the case of the acetoxy derivatives (in CDCl3) the equilibrium is displaced toward the  less stable epimer. This may be due to considerable contribution of the skewed boat conformer with intramolecular hydrogen bond. |
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