Bioinspired Total Synthesis of Bussealin E
| Autor: | Warren R. J. D. Galloway, Leonardo Baldassarre, David R. Spring, David G. Twigg, Elizabeth C. Frye |
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| Přispěvatelé: | Spring, David R [0000-0001-7355-2824], Apollo - University of Cambridge Repository |
| Rok vydání: | 2018 |
| Předmět: |
Natural product
010405 organic chemistry Organic Chemistry Total synthesis 010402 general chemistry Ring (chemistry) 01 natural sciences Biochemistry Combinatorial chemistry 0305 Organic Chemistry 0104 chemical sciences chemistry.chemical_compound chemistry Bromide Physical and Theoretical Chemistry Hiyama coupling Derivative (chemistry) |
| Zdroj: | Organic letters. 20(6) |
| ISSN: | 1523-7052 |
| Popis: | 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 sp2–sp3 Hiyama coupling between a vinyldisiloxane and a benzylic bromide. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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