On the conformation of 8-substituted bicyclo [3.2.1] oct-6-en-3-ones

Y. Kashman, A. Rudi

Research output: Contribution to journalArticlepeer-review

Abstract

A series of 8-substituted bicyclo [3.2.1] oct-6-en-3-ones (of type i) possessing various R1 and R2 groups were prepared and characterized. The conformations of the possible isomers of 1-4 were assigned according to the following three methods: (a) NMR spectrum, (b) time averaged precise metal ion location within the Eu (dpm)3-carbonylic compound complex, (c) UV spectra. Comparison of the chair and boat conformers by UV spectra showed that interactions between the double bonds and the carbonyl occurred in both cases, although to different extents, the ε being dependent on R1 and R2. The fore-mentioned interaction exists even in both series of the C6C7 dihydro derivatives.

Original languageEnglish
Pages (from-to)109-115
Number of pages7
JournalTetrahedron
Volume30
Issue number1
DOIs
StatePublished - 1974

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