4.8 Article

Total Synthesis and Biological Evaluation of (-)-9-Deoxy-englerin A

Journal

ORGANIC LETTERS
Volume 13, Issue 8, Pages 2090-2093

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol200499t

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Funding

  1. Deutsche Forschungsgemeinschaft
  2. Fonds der Chemischen Industrie

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An effective total synthesis of (-)-9-deoxy-englerin (4), an analogue of the natural guaiane sesquiterpene englerin A (1), has been achieved. The synthesis features a transannular epoxide opening to construct the 5,7-fused ring system followed by transannular ether formation with mercury(II) trifluoroacetate.

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