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Synfacts 2007(11): 1121-1121  
DOI: 10.1055/s-2007-991197
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Uncialamycin

Contributor(s): Philip Kocienski, Indu Dager
K. C. Nicolaou*, H. Zhang, J. S. Chen, J. J. Crawford, L. Pasunoori
The Scripps Research Institute and University of California, San Diego, La Jolla, USA
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Publication History

Publication Date:
23 October 2007 (online)

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Significance

Uncialamycin, an antibiotic isolated from an unknown Streptomycete strain, displays in vitro activity against Staphylococcus aureus, Escherichia coli and Burkholderia cepacia. Synthesis of both C26 epimers of racemic unciala­mycin is reported here, in which the key steps involved Lewis acid mediated cyclization and Hauser annulation to create all five rings of uncialamycin.