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- W994176385 abstract "The group of 2,2′-indolylquinuclidine alkaloids has a narrow distribution and only two members have been discovered in the past few years. This chapter focuses on accepted stereochemistry, although an unequivocal proof is still required for C-3 in cinchonamine. The course of the acetylation of cinchonamine has been restudied using the parent base, dihydrocinchonamine and O-tritylcinchonamine. Many of the compounds formed in this investigation were amorphous, but were satisfactorily characterized via thin-layer chromatography and mass spectrometry, along with UV- and IR-measurements. At low temperatures (dry ice-acetone), cinchonamine yields O-acetylcinchonamine. Dihydrocinchonamine behaves analogously upon treatment with acetic anhydride, although there are difficulties because of the amorphous nature of the products. Cinchophyllamine contains two 5-methoxyindole nuclei with unsubstituted nitrogen atoms, a vinyl group, and two basic nitrogens of which one is tertiary and the other secondary. A reinvestigation of the alkaloid content of the leaves of Cinchona legeriana Moens gives, besides quinamine, two new bases analyzing for C31H36N4O2—cinchophyllamine and isocinchophyllamine." @default.
- W994176385 created "2016-06-24" @default.
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- W994176385 date "1968-01-01" @default.
- W994176385 modified "2023-10-16" @default.
- W994176385 title "Chapter 3 The 2,2′-Indolylquinuclidine Alkaloids" @default.
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- W994176385 doi "https://doi.org/10.1016/s1876-0813(08)60115-3" @default.
- W994176385 hasPublicationYear "1968" @default.
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