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- W1980924559 abstract "Details of the correlation of configuration1,2 of natural, (+)sedridine at the OH-bearing carbon with S(+) 2-octanol, 4 → 5 → 6, and some alternate attempts are described. The von Braun amide degradation reaction which has been explored only once before for a similar purpose, led to the conclusion, when applied to 4, that (+)sedridine has the 2S. 2′S absolute configuration, 8. (−)Allosedridine, 10, the C-2′ epimer of (+)sedridine was then converted into the p-nitrophenylpiperidooxazine and both the relative and the absolute configuration of the latter were determined by X-ray diffraction as R at the carbinol carbon and S at the other centers, 9. The configurational assignments are in full agreement with those based on an ORD-CD study3,4 of (+)allosedridine and (−)sedridine. [Sedridine; allosedridine; alkaloids; configuration; correlation; X-ray; anomalous scattering; NMR; spin-decoupling: von Braun reaction; S(+)2-octanol]." @default.
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- W1980924559 date "1971-01-01" @default.
- W1980924559 modified "2023-10-03" @default.
- W1980924559 title "Absolute configuration of the alkaloid (+)sedridine and of (−)allosedridine" @default.
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- W1980924559 doi "https://doi.org/10.1016/s0040-4020(01)91603-5" @default.
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