In a new research program devoted to the development of pharmacologically interesting compounds, we have synthesised 3-methyl-3-azabicyclo[3.2.1]octan-8α(and β)-ols (I, II). The infrared and 1H and 13C NMR spectra of compounds I and II, have been examined in several media in order to establish the conformation of these interesting compounds. 1H and 13C data of compounds I and II, in solution show a predominant chair-envelope conformation. The pyrrolidine ring adopts an envelope conformation flattened at C8 and the piperidine ring a distorted chair conformation puckered at C8 and flattened at N3.

This work was supported by the Spanish Comisión Interministerial de Ciencia y Tecnologı́a (Project 2FD1997-0388-CO2-O2).

Peer reviewed