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Beilstein Arch. 2025, 20253. https://doi.org/10.3762/bxiv.2025.3.v1
Published 20 Jan 2025
Total synthesis of (±)-simonsol C was accomplished using a dearomatization under acidic condition as key step to construct aryl containing quaternary center. The 6/5/6 benzofuran unit was formed through reductive elimination with Zn/AcOH and a spontaneous oxy-Michael addition. This synthesis consists of 8 steps and achieves an overall yield of 13%, making it the shortest known route.
Keywords: (±)- simonsol C • acidic dearomazation •benzofuran• total synthesis
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Bi, X.-Y.; Yang, X.-S.; Chen, S.-S.; Sui, J.-J.; Cai, Z.-N.; Chuan, Y.-M.; Qin, H.-B. Beilstein Arch. 2025, 20253. doi:10.3762/bxiv.2025.3.v1
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