Total Synthesis of Archazolid F
| Autor: | Dirk Menche, Stephan Scheeff |
|---|---|
| Rok vydání: | 2018 |
| Předmět: |
Vacuolar Proton-Translocating ATPases
010405 organic chemistry Chemistry Stereochemistry Organic Chemistry Molecular Conformation Total synthesis Substrate (chemistry) Antineoplastic Agents Stereoisomerism 010402 general chemistry Key features 01 natural sciences Biochemistry 0104 chemical sciences Polyketide Thiazoles Aldol condensation Stereoselectivity Macrolides Physical and Theoretical Chemistry Enzyme Inhibitors |
| Zdroj: | Organic letters. 21(1) |
| ISSN: | 1523-7052 |
| Popis: | A partial bioinspired as well as the total synthesis of archazolid F, a highly potent V-ATPase inhibitory, antiproliferative polyketide macrolide, is described. Key features of the synthetic routes include a highly stereoselective aldol condensation of two elaborate fragments and macrocyclizations either by a Shiina macrolactonization or by a challenging RCM reaction of an octaene substrate. The syntheses unequivocally confirm the full architecture of this very scarce archazolid. |
| Databáze: | OpenAIRE |
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