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Synfacts 2008(11): 1126-1126  
DOI: 10.1055/s-0028-1083407
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of ent-Abudinol B

Contributor(s): Philip Kocienski, Arndt W. Schmidt
R. Tong, F. E. McDonald*
Emory University, Atlanta, USA
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Publication History

Publication Date:
23 October 2008 (online)

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Significance

The biosynthesis of abudinol B and other triterpenes bearing cyclic ethers probably occurs by epoxidations of squalene followed by oxacylizations. This proposed pathway is mimicked by the Lewis acid induced cyclizations of diepoxides, which finally led to the unnatural enantiomer of abudinol B.