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Synfacts 2011(11): 1150-1150  
DOI: 10.1055/s-0031-1289274
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of (+)-Przewalskin B

Contributor(s): Steven V. Ley, Matthew O’Brien
X. Zhuo, K. Xiang, F.-M. Zhang*, Y.-Q. Tu*
Lanzhou University, P. R. of China
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Publication History

Publication Date:
19 October 2011 (online)

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Significance

Przewalskin B, a diterpenoid with an unprecedented tetracyclic framework, was isolated in 2007 from the Chinese medicinal plant Salvia przewalskii and shows moderate activity against HIV-1. A previous total synthesis of the natural (-)-enantiomer has been reported that utilized an intramolecular nucleophilic acyl substitution. The synthesis outlined here resulted in the antipode of the natural product.