The total synthesis of the molluscan polypropionate (-)-crispatene is described. The synthesis features a palladium-catalyzed cross-coupling to establish a sensitive conjugated tetraene and its Lewis acid-catalyzed cycloisomerization to yield the bicyclo[3.1.0]hexene core of the natural product. The absolute configuration of (-)-crispatene and related molecules is established.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC514427 | PMC |
| http://dx.doi.org/10.1073/pnas.0401787101 | DOI Listing |
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