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Synfacts 2007(12): 1236-1236  
DOI: 10.1055/s-2007-991313
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of (+)-Enshuol

Contributor(s): Philip Kocienski
Y. Morimoto*, H. Yata, Y. Nishikawa
Osaka City University, Japan
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Publikationsdatum:
22. November 2007 (online)

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Significance

(+)-Enshuol is an oxasqualenoid isolated from the red alga Laurencia omaezakiana. The cornerstone of this synthesis is the construction of three of the five oxacyclic rings by Shi asymmetric epoxidation of tribsubstituted alkenes followed by intramolecular epoxide cleavage.