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Ancistrocongine isolated from A. congolensis lacks a methoxyl group at C-8, but it is also devoid of an oxygen functionality at C-5′. See Foucher, J. P.; Pousset, J. L.; Cavé, A.; Bouquet, A.; Paris, R. Plantes Med. Phytother. 1975, 9, 87.
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13C-NMR chemical shift values have been reported for 10 in the literature. See refs 2, 8, and Boyd, M. R.; Hallock, Y. F.; Cardellina, J. H., II; Manfredi, K. P.; Blunt, J. W.; McMahon, J. B.; Buckheit, R. W.; Bringmann, G.; Schaffer, M.; Cragg, G. M.; Thomas, D. W.; Jato, J. G. J. Med. Chem. 1994, 37, 1740-1745.
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0000748883
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See ref 9 and Bringmann, G.; Kinzinger, L. Phytochemistry 1992, 31, 3297-3299. This reaction has been shown to produce only cis 1,3 dimethyltetrahydroisoquinolines when 1,2 dihydro-1,3-dimethylisoquinolines are reduced. Two inseparable isomers were isolated. NOE experiments showed that the C-1 and C-3 methyl groups were cis on both compounds. Based on this data, the reduction product is a mixture of atropisomers.
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Bringmann, G.1
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