Total synthesis of xanthanolides

Kazumasa Matsuo, Keiko Ohtsuki, Takashi Yoshikawa, Kozo Shishido, Kaori Yokotani-Tomita, Mitsuru Shindo

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Abstract

The total synthesis and determination of the absolute configuration of (+)- and (-)-sundiversifolide have been achieved via intramolecular acylation and Wittig-lactonization as the key steps. The xanthanolide sesquiterpene lactones, 8-epi-xanthatin (1), dihydroxanthatin (2), and xanthatin (3) were also prepared, starting from a common intermediate derived from the synthesis of sundiversifolide.

Original languageEnglish
Pages (from-to)8407-8419
Number of pages13
JournalTetrahedron
Volume66
Issue number43
DOIs
Publication statusPublished - Oct 23 2010

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All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Matsuo, K., Ohtsuki, K., Yoshikawa, T., Shishido, K., Yokotani-Tomita, K., & Shindo, M. (2010). Total synthesis of xanthanolides. Tetrahedron, 66(43), 8407-8419. https://doi.org/10.1016/j.tet.2010.08.061