Total Synthesis and Determination of the Absolute Configuration of (+)-Intricatetraol


  • We thank Dr. M. Suzuki, University Malaysia Sabah, for kindly providing us with an authentic sample of natural intricatetraol and its spectra. This research was supported by the Novartis Foundation (Japan) for the Promotion of Science, the Saneyoshi Scholarship Foundation, and Grants-in-Aid for Scientific Research on Basic Research (C) from the JSPS and on Priority Areas 17035071 from the MEXT.


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A victory for synthesis: The total synthesis of the marine triterpene polyether (+)-intricatetraol (1) has revealed its absolute configuration, which could not be determined even by spectroscopic methods. The approach features the enantioselective construction of the unique vicinal bromochloro functionality and an efficient olefin-metathesis strategy that takes the C2 symmetry of the target into consideration.