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Updated: Aug 9, 2025

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Total Synthesis of Leptosperol B through Stereocontrolled Intramolecular 1,4-Addition to Construct the
Yuichiro Kawamoto1, Shinichiro Yomura1, Fuka Karube1
1School of Life Sciences, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan.
Abstract:
Leptosperol B, possessing a unique octahydronaphthalene framework and 5-substituted aromatic ring, was isolated from the leaves of Leptospermum scoparium in 2020. The asymmetric total synthesis of leptosperol B was accomplished in 12 steps from (-)-menthone. The efficient synthetic scheme involves regioselective hydration and stereocontrolled intramolecular 1,4-addition to construct the octahydronaphthalene skeleton, followed by the introduction of the 5-substituted aromatic ring.
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