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Short Paper | Regular issue | Vol 83, No. 1, 2011, pp.143-151
Published online, 24th November, 2010
DOI: 10.3987/COM-10-12084
The First Total Syntheses of (+)-Hostmanin A and (+)-Methyllinderatin

Junko Kitao, Naoko Kitamura, Nozomi Kumo, Kenji Arimitsu, Hiroki Iwasaki, Minoru Ozeki, Ai Kurume, and Masayuki Yamashita*

*Kyoto Pharmaceutical University, 5 Misasagi-Nakauchi, Yamashina, Kyoto, Japan

Abstract

The first total syntheses of (+)-hostmanin A (1) and (+)-methyllinderatin (3) were achieved in four steps from a known compound, 1-{2,6-dihydroxy-4-methoxy-3-[(1R,6R)-3-methyl-6-(1-methylethyl)-2-cyclohexen-1-yl]phenyl}ethanone (6). The absolute configuration of (+)-methyllinderatin (3) was determined. Furthermore, (+)-hostmanin A (1), which was isolated as an inseparable mixture of hostmanin A and B, was synthesized as a sole component.