Synthesis of the tetracyclic core of the kempanes by a ring-closing metathesis strategy.

Org Lett

Department of Chemistry, Dalhousie University, Halifax, Nova Scotia, Canada.

Published: January 2006

[reaction: see text] The synthesis of the tetracyclic ring system of the kempane diterpenes was achieved through the highly regio- and stereoselective Diels-Alder reaction of an isopropenyl-diene with 2,6-dimethyl-p-benzoquinone, addition of an allyl group, and ring-closing metathesis of the isopropenyl and allyl groups.

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http://dx.doi.org/10.1021/ol052648sDOI Listing

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