A mixture of stereoisomers of 2,4‐dimethoxybicyclo[3.3.1]nonan‐9‐one was prepared, separated by column chromatography and characterized by 60 MHz 1H NMR spectroscopy using Eu(fod)3. A double chair conformation with axial methoxyl groups is established for (1R,2S,4R,5S)‐2,4‐dimethoxybicyclo[3.3.1]‐nonan‐9‐one on the basis of the J(12), J(2,H‐3 exo) and J(2,3 endo) values and the chemical shifts for H‐2(4). The conformation of some related compounds is subsequently inferred. Copyright © 1980 Heyden & Son Ltd.
|Journal||Organic Magnetic Resonance|
|Publication status||Published - 1 Jan 1980|