The conformation of (1R,2S,4R,5S)‐2,4‐dimethoxybicyclo[3.3.1]nonan‐9‐one and some related compounds

P. Camps, C. Jaime

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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.
Original languageEnglish
Pages (from-to)177-180
JournalOrganic Magnetic Resonance
Issue number3
Publication statusPublished - 1 Jan 1980


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