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Bicyclo[4.4.0]decanes

  • Chapter
Stereochemical Analysis of Alicyclic Compounds by C-13 NMR Spectroscopy

Abstract

Both the cis- and trans-fused compounds represent valuable models for other, cyclohexane-based systems. Stereochemistry in the cis compounds is specified simply as exo and endo, while the orientations of groups in the trans series and those with a bridgehead double bond are specified based on their orientation as axial (A) or equatorial (E) substituents. Note that this system is distinct from that used with the trans-fused bicyclo[4.3.0]nonanes but it was felt that this inconsistency would be more than repaid here by the ease with which the spatial orientation of the groups could be visualized. Corresponding use of axial and equatorial for the [4.3.0]nonanes would have required new definitions of orientations of substituents on the five-membered ring.

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Whitesell, J.K., Minton, M.A. (1987). Bicyclo[4.4.0]decanes. In: Stereochemical Analysis of Alicyclic Compounds by C-13 NMR Spectroscopy. Springer, Dordrecht. https://doi.org/10.1007/978-94-009-3161-9_18

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  • DOI: https://doi.org/10.1007/978-94-009-3161-9_18

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