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- W2054256680 abstract "The reaction of lupane ( 1 ) with chromium oxide gave lup-2-en-1-one ( 3 ), lupan-12-one ( 2 ), lupan-16-one (isolated after hydride reduction as lupan-16α-ol ( 4 )), and lup-18-en-21-one ( 5 ) in low yields. The same oxidation of 3β,28-dimethoxylupane ( 11 ) afforded no products of functionalization in non-activated positions; only products of oxidation of the 3β-methoxy group and of the oxidation cleavage of the A ring were obtained, viz. 28-methoxylupan-3β-ol formate ( 12 ), 28-methoxylupan-3-one ( 14 ), and 28-methoxy-2-norlupane-1,3-dioic anhydride ( 13 ). The structure of the compounds obtained was confirmed by their 1 H NMR, 13 C NMR, and mass spectra. The lupan-12-one ( 2 ) prepared is not identical with clerodone, whose isolation from Clerodendron infortunatum BHAT. was described in 1965 and to which the structure of lupan-12-one was then ascribed." @default.
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- W2054256680 date "1996-01-01" @default.
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- W2054256680 title "Functionalization of Lupane with Chromium(VI) Oxide. A Remark on the Structure of Clerodone" @default.
- W2054256680 doi "https://doi.org/10.1135/cccc19961371" @default.
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