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Review | Regular issue | Vol 78, No. 4, 2009, pp.873-889
Published online, 7th November, 2008
DOI: 10.3987/REV-08-647
Recent Advances in the Total Synthesis of Xanthanolide Sesquiterpenoids

Kozo Shishido*

*Graduate School of Pharmaceutical Sciences, University of Tokushima, Sho-machi, Tokushima 770-8505, Japan

Abstract

Recent advances in the total synthesis of xanthanolide/dinorxanthanolide sesquiterpenoids are described. This family of natural products can be divided into two structural classes according to the stereochemistry at C8 of the basic carbon framework, the oxabicyclo[5.3.0]decene core, i.e., the cis- and trans-fused γ-butyrolactone series. This article reviews the successful total syntheses of the five natural products, 8-epi-xanthatin (1) and sundiversifolide (2) (the cis-series), and 11α,13-dihydroxanthatin (3), xanthatin (4) and diversifolide (5) (the trans-series).