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Synthesis 2017; 49(24): 5351-5356
DOI: 10.1055/s-0036-1588553
DOI: 10.1055/s-0036-1588553
paper
Synthesis of the Tripeptide Antibiotic Resormycin
Further Information
Publication History
Received: 08 June 2017
Accepted after revision: 26 July 2017
Publication Date:
28 August 2017 (online)
Abstract
A short and efficient synthesis of resormycin, a metabolite of Streptomyces platensis MJ953-SF5 with herbicidal and antifungal activity, is described. The key step in our synthetic approach is a late-stage stereospecific dehydration of a β-hydroxy amino acid to install the Z-olefin. Because of the modular nature of the synthesis, access to analogues for biological evaluation is readily available.
Key words
Streptomyces - antifungal agents - tripeptides - natural products - amino acids - total synthesisSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1588553.
- Supporting Information
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