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Asymmetric Total Syntheses of (+)-5-epi-Schisansphenin B and the Proposed Structure of
Day-Shin Hsu1, Meng-Yu Wang1, Jiun-Yi Huang1
1Department of Chemistry and Biochemistry, National Chung Cheng University, Minhsiung 62102, Taiwan.
Abstract:
The asymmetric total syntheses of (+)-5-epi-schisansphenin B and the proposed structure of (+)-15-hydroxyacora-4(14),8-diene have been accomplished from 1,3-cyclopentadione (10) in eight synthetic steps. The enantioselective palladium-catalyzed redox-relay Heck alkenylation, the intramolecular Stetter reaction, and the regioselective Tiffeneau-Demjanov-type ring expansion were the pivotal steps in these syntheses.
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