Synthesis of the Tricyclic Ring Structure of Daphnanes via Intramolecular [4 + 3] Cycloaddition/SmI2‑Pinacol Coupling
收藏Figshare2016-02-15 更新2026-04-29 收录
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https://figshare.com/articles/dataset/Synthesis_of_the_Tricyclic_Ring_Structure_of_Daphnanes_via_Intramolecular_4_3_Cycloaddition_SmI_sub_2_sub_Pinacol_Coupling/2206069
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A synthetic approach toward the tricyclic 5,7,6-membered ring structure of daphnane-family natural products is described. An intramolecular [4 + 3] cycloaddition reaction of furan with an oxypentadienyl cation constructed the oxa-bridged bicyclic structure in a stereoselective fashion. Structural analysis revealed that the desired exo isomer was predominantly acquired through epimerization. Finally, formation of the five-membered ring was achieved through SmI2-mediated pinacol coupling.
创建时间:
2016-02-15



