Synthesis of the trans-hydrindane core of dictyoxetane
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Colleges, School and Institutes
- Cardiff University
A concise, stereoselective synthesis of the trans-hydrindane core of the marine natural product dictyoxetane is reported, starting from a Robinson annelation derived bicyclic enone. A phosphorane-mediated, pinacol-like rearrangement of a cis-diol, via a formal 1,2-hydride shift, is used to establish the requisite trans ring junction. 31P NMR supports the formation of the intermediate phosphorane, generated in situ from the reaction of a diol with Ph3PCl2.
|Number of pages||7|
|Journal||Organic and Biomolecular Chemistry|
|Publication status||Published - 7 Jul 2012|