Organic Letters 2003-10-30

Total synthesis and conformational analysis of the antifungal agent (-)-PF1163B.

Fodil Bouazza, Brigitte Renoux, Christian Bachmann, Jean-Pierre Gesson

Index: Org. Lett. 5 , 4049-4052, (2003)

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Abstract

[reaction: see text]. (-)-PF1163B, a new macrocyclic antifungal antibiotic isolated from Streptomyces sp., has been prepared in eight steps from (S)-citronellene. The key step is a ring-closing metathesis reaction of an ester and amide derivative obtained from a substituted N-methyl-l-tyrosine.