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Synfacts 2007(5): 0454-0454  
DOI: 10.1055/s-2007-968389
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Communiol A

Contributor(s): Philip Kocienski, Fiona Black
B. M. Trost*, T. Zhang
Stanford University, USA
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Publikationsdatum:
24. April 2007 (online)

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Significance

An enantiospecific method for the synthesis of α-chiral aldehydes via an olefin iso­merization-Claisen rearrangement sequence is reported. The bisallyl ether precursors were synthesized using an asymmetric allylic alkylation. This methodology is applied to the synthesis of communiol A.