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Paper | Regular issue | Vol 65, No. 5, 2005, pp.1099-1109
Published online, 24th March, 2005
DOI: 10.3987/COM-05-10345
■ Improved Synthesis of (±)-Linderol A and Its First Conversion to (±)-6-epi-Adunctin E

Masayuki Yamashita, Takashi Shimizu, Tomoki Inaba, Ai Takada, Ikuko Takao, Ikuo Kawasaki, and Shunsaku Ohta*

*Kyoto Pharmaceutical University, 5 Nakauchi-cho, Misasagi, Yamashina-ku, Kyoto 607-8414, Japan

Abstract

The synthetic route to a dibenzofuranone (7), a key intermediate of the total synthesis of (±)-linderol A (2), was considerably improved by using a novel stereoconvergent transformation of a cyclobutane (5), and the first synthesis of (±)-6-epi-adunctin E (8) was achieved by application of this route.