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Sato, Shuntaro; Taguchi, Yuka; Kuwahara, Shigefumi
Tetrahedron, 04/2020, Volume: 76, Issue: 17Journal Article
The proposed structure of glaucoposterol A, a strophastane-type steroid of mushroom origin, has been synthesized from an aldol obtained in our previous synthesis of strophasterol F, a diastereomer of the proposed structure of glaucoposterol A. Based on the fact that the NMR data of natural glaucoposterol A are distinctly different from those of the synthetic material, but matches those of strophasterol F, we put forward a proposal that glaucoposterol A and strophasterol F are actually the same compound. In addition, the hitherto unknown stereochemistry of strophasterol D has been elucidated through synthesis of its two diastereomeric structures. Display omitted •The originally proposed structure of glaucoposterol A was synthesized.•Two diastereomeric structures of strophasterol D were synthesized.•Glaucoposterol A and strophasterol F were suggested to be the same compound.•Strophasterol D was determined to be the C7-epimer of strophasterol C.
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