Synthèse, structure et études spectroscopiques RMN 1H et 13C de dérivés perhydrocyclododéca[b]furaniques

Abstract

A synthetic route to perhydrocyclododeca[b]furan-3-ols, perhydrocyclododeca[b]furan-3-ones, and perhydrocyclododeca[b]furan derivatives is described. Their configurations were determined. For the perhydrocyclododeca[b]furan-3-one and perhydrocyclododeca[b]furan pairs, the cis isomer was much less stable than the trans isomer. This agrees well with results from a conformational analysis, carried out by molecular mechanics. The 1H and l3C NMR spectra are reported. Key words: perhydrocyclododeca[b]furans, conformations, force field calculations, 1H and 13C NMR.