Synthesis of the trans-hydrindane core of dictyoxetane.
نویسندگان
چکیده
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. (31)P NMR supports the formation of the intermediate phosphorane, generated in situ from the reaction of a diol with Ph(3)PCl(2).
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عنوان ژورنال:
- Organic & biomolecular chemistry
دوره 10 25 شماره
صفحات -
تاریخ انتشار 2012