4.5 Article

Total Synthesis of the Proposed Structure of Trocheliophorolide D

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2011, Issue 36, Pages 7414-7418

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201101209

Keywords

Lipids; Polyynes; Total synthesis; Cross-coupling; Aldol reactions

Funding

  1. MarineBio Research Program [NRF-C1ABA001-2010-0020428]
  2. World Class University of the National Research Foundation of Korea (NRF) [R32-2008-000-10098-0]
  3. Korean government (MEST)
  4. National Research Foundation of Korea [R32-2008-000-10098-0] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)

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The proposed structure of trocheliophorolide D was synthesized, and the NMR spectra of the synthetic compound proved to be inconsistent with those of the natural product. Our synthesis features the construction of the 2-butenolide moiety by using an aldol strategy and assembly of the triyne system during the final stage of the synthesis.

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