Synthetic studies on quassinoids: a stereoselective construction of the picrasane skeleton |
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| Authors: | Katsuaki Miyaji Toshio Nakamura Hiroshi Hirota Michito Igarashi Takeyoshi Takahashi |
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| Affiliation: | Department of Chemistry, Faculty of Science, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113, Japan |
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| Abstract: | 12β-Hydroxypicrasan-3-one, a compound having the correct relative stereochemistry of all the six ring-juncture chiral centers of the picrasane skeleton, was synthesized from a known tricyclic compound, using the orthoester Claisen rearrangement and lead tetraacetate oxidation as key reactions. |
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