Synthesis of the CDE/FG ring models of prymnesins: Reassignment of the relative configuration of the E/F ring juncture

Makoto Sasaki, Makoto Ebine, Hiroyuki Takagi, Hiroyuki Takakura, Takeshi Shida, Masayuki Satake, Yasukatsu Oshima, Tomoji Igarashi, Takeshi Yasumoto

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21 Citations (Scopus)

Abstract

Synthesis of two diastereomeric models (3a and 3b) corresponding to the CDE/FG ring of prymnesins, polycyclic ether toxins isolated from the red tide phytoflagellate Prymnesium parvum, is described. Comparison of the 1H and 13C NMR data for each compound with those reported for prymnesins suggests that the earlier stereochemical assignment of the E/F ring juncture needs to be revised.

Original languageEnglish
Pages (from-to)1501-1504
Number of pages4
JournalOrganic Letters
Volume6
Issue number9
DOIs
Publication statusPublished - Apr 29 2004

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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    Sasaki, M., Ebine, M., Takagi, H., Takakura, H., Shida, T., Satake, M., Oshima, Y., Igarashi, T., & Yasumoto, T. (2004). Synthesis of the CDE/FG ring models of prymnesins: Reassignment of the relative configuration of the E/F ring juncture. Organic Letters, 6(9), 1501-1504. https://doi.org/10.1021/ol049569l