Synthetic Studies on Aphidicolane and Stemodane Diterpenes. III.An Alternative Stereoselective Access to Aphidicolane-Type B/C/D-Ring System

Tetsuaki TANAKA; Kaszuo MURAKAMI; Osamu OKUDA; Takeshi KURODA; Tetsuya INOUE; Katsuhide KAMEI; Takashi MURATA; Hitoshi YOSHINO; Takeshi IMANISHI; Chuzo IWATA

doi:10.1248/cpb.42.1756

Tetsuaki TANAKA, Kaszuo MURAKAMI, Osamu OKUDA, Takeshi KURODA, Tetsuya INOUE, Katsuhide KAMEI, Takashi MURATA, Hitoshi YOSHINO, Takeshi IMANISHI, Chuzo IWATA

Author information

Tetsuaki TANAKA
Kaszuo MURAKAMI
Osamu OKUDA
Takeshi KURODA
Tetsuya INOUE
Katsuhide KAMEI
Takashi MURATA
Hitoshi YOSHINO
Takeshi IMANISHI
Chuzo IWATA
Author's Organization：
Faculty of Pharmaceutical Sciences, Osaka University
Faculty of Pharmaceutical Sciences, Osaka University
Faculty of Pharmaceutical Sciences, Osaka University
Faculty of Pharmaceutical Sciences, Osaka University
Faculty of Pharmaceutical Sciences, Osaka University
Faculty of Pharmaceutical Sciences, Osaka University
Faculty of Pharmaceutical Sciences, Osaka University
Faculty of Pharmaceutical Sciences, Osaka University
Faculty of Pharmaceutical Sciences, Osaka University
Faculty of Pharmaceutical Sciences, Osaka University

Keywords: aphidicolane, stemodane, tricyclo[6.3.1.0^{1, 6}]dodecane, catalytic hydrogenation, cis-perhydroindane

JOURNAL FREE ACCESS

1994 Volume 42 Issue 9 Pages 1756-1759

DOI https://doi.org/10.1248/cpb.42.1756

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Abstract

Compound 2, corresponding to the B/C/D-ring for aphidicolane-type diterpenes, was synthesized stereoselectively from a perhydroindane derivative (3) which was obtained by rhodium-alumina catalyzed hydrogenation of an indane ester (4) as a key step.

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