Total Synthesis of Cristatic Acid
2000; American Chemical Society; Volume: 2; Issue: 16 Linguagem: Inglês
10.1021/ol0061236
ISSN1523-7060
AutoresAlois Fürstner, Thomas Gastner,
Tópico(s)Synthetic Organic Chemistry Methods
ResumoThe first total synthesis of cristatic acid 1, an antibiotic endowed with considerable activity against Gram-positive bacteria, hemolytic properties, and significant cytotoxicity, is described. Key to success are the formation of its 2,4-disubstituted furan moiety via a palladium-catalyzed alkylation of vinylepoxide 10 derived from sulfonium salt 8 and the use of SEM ethers as the protecting groups for the phenolic OH functions.
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