Stereoselective total synthesis of (-)-kumausallene |
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| Authors: | Werness Jenny B Tang Weiping |
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| Affiliation: | School of Pharmacy and Department of Chemistry, University of Wisconsin, Madison, Wisconsin 53705, USA. |
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| Abstract: | A stereoselective total synthesis of (-)-kumausallene was completed in 12 steps from acetylacetone. The hidden symmetry of (-)-kumausallene was recognized, and its skeleton was constructed efficiently from a C(2)-symmetric diol by a palladium-catalyzed cascade reaction. High diastereoselectivity was observed for the DMF-promoted biomimetic 1,4-bromocyclization of a conjugated enyne. |
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