The first total synthesis of bussealin E, a natural product with a unique cycloheptadibenzofuran scaffold, is reported. A strategy inspired by a proposed biosynthesis was employed whereby a diphenylpropane derivative underwent an oxidative phenolic coupling to forge the tetracyclic ring system. The synthesis of the diphenylpropane featured a key sp-sp Hiyama coupling between a vinyldisiloxane and a benzylic bromide.
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http://dx.doi.org/10.1021/acs.orglett.8b00340 | DOI Listing |
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