Total Synthesis of (−)-Archazolid B

Total Synthesis of (−)-Archazolid B

A highly convergent synthesis of archazolid B, a potent and highly selective V-ATPase inhibitor, is described. A relay ring-closing metathesis reaction was used to form the 24-membered macrocyclic lactone, whereas the sensitive cis-triene moiety of the archazolids was assembled with a modified Still...

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Veröffentlicht in:Journal of the American Chemical Society 2007-07, Vol.129 (29), p.8960-8961
Hauptverfasser: Roethle, Paul A, Chen, Ingrid T, Trauner, Dirk
Format: Artikel
Sprache:eng
Schlagworte:
Catalysis
Indicators and Reagents
Macrolides - chemistry
Myxococcales - chemistry
Ruthenium
Stereoisomerism
Thiazoles - chemistry
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Zusammenfassung:A highly convergent synthesis of archazolid B, a potent and highly selective V-ATPase inhibitor, is described. A relay ring-closing metathesis reaction was used to form the 24-membered macrocyclic lactone, whereas the sensitive cis-triene moiety of the archazolids was assembled with a modified Stille coupling.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja0733033