Sesquiterpenoids. Part XIV. The constitution and stereochemistry of culmorin
- 1 January 1968
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society C: Organic
- p. 148-155
- https://doi.org/10.1039/j39680000148
Abstract
The mould metabolite culmorin has been degraded in a stepwise manner to tetrahydroeucarvone and converted in a simple reaction sequence to enantiolongiborneol. These and related studies have shown that culmorin is 2,6,6,9-tetramethyltricyclo[5,4,01,7,02,9]undecane-8,11-diol (Ia). The configurations assigned to the hydroxy-groups are based on chemical evidence and confirmed by appropriate n.m.r. studies.Keywords
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