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- W2133347963 abstract "Two attractive chirons, aldehyde 6 and chloride 7, exhibiting functionalized ent-spongiane-type tricyclic skeletons (ABC ring system), have been constructed and their absolute configurations have been studied by NMR spectroscopy and confirmed by single-crystal X-ray diffraction. Both of these chirons are derived from commercially available andrographolide in good yield. Aldehyde 6 is obtained through a novel K2 S2 O8 -catalyzed aquatic ring-closing reaction of allylic sodium sulfonate and intramolecular 1,7-hydrogen atom transfer process. Further mechanistic investigations demonstrate that the 1,7-hydrogen atom transfer is a free-radical process, whereby hydrogen migrates from C18 to C17, as evidenced by double-18- deuterium-labeled isotope experiments. Prospective applications of these two chiral sources are also discussed." @default.
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- W2133347963 date "2015-04-23" @default.
- W2133347963 modified "2023-10-16" @default.
- W2133347963 title "Construction of the Isocopalane Skeleton: Application of a Desulfinylative 1,7-Hydrogen Atom Transfer Strategy" @default.
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- W2133347963 doi "https://doi.org/10.1002/chem.201500794" @default.
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