Total synthesis of xanthanolides

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

doi:10.1016/j.tet.2010.08.061

Total synthesis of xanthanolides

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

Department of Fundamental Organic Chemistry

Research output: Contribution to journal › Article

38 Citations (Scopus)

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 language	English
Pages (from-to)	8407-8419
Number of pages	13
Journal	Tetrahedron
Volume	66
Issue number	43
DOIs	https://doi.org/10.1016/j.tet.2010.08.061
Publication status	Published - 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

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AU - Shindo, Mitsuru

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10.1016/j.tet.2010.08.061