ol8b00340_si_001.pdf (2.46 MB)
Bioinspired Total Synthesis of Bussealin E
journal contribution
posted on 2018-03-01, 22:18 authored by David G. Twigg, Leonardo Baldassarre, Elizabeth C. Frye, Warren R. J. D. Galloway, David R. SpringThe 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 sp2–sp3 Hiyama coupling between a vinyldisiloxane
and a benzylic bromide.