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Takashi Matsumoto, Yoshio Takeda, Kimiko Soh, Hiroyuki Matsumura, Sachihiko Imai, Synthesis of 3-Oxosapriparaquinone, a Diterpene from Salvia prionitis Hance, Bulletin of the Chemical Society of Japan, Volume 68, Issue 9, September 1995, Pages 2705–2708, https://doi.org/10.1246/bcsj.68.2705
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Abstract
12-Acetoxy-5,10-friedo-4,5-seco-abieta-3,5(10),6,8,11,13-hexaene prepared from (+)-dehydroabietic acid, was converted into a natural rearranged abietane-type diterpene, 3-oxosapriparaquinone, via 12-benzoyloxy-3-hydroxy-5,10-friedo-4,5-seco-abieta-5(10),6,8,12-tetraene-11,14-dione by a series of reactions: hydroboration–oxidation, benzoyl peroxide oxidation, Jones oxidation, and alkaline hydrolysis.
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© 1995 The Chemical Society of Japan
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