Journal of the American Chemical Society

Biomimetic synthesis of anatabine from 2, 5-dihydropyridine produced by the oxidative decarboxylation of baikiain

E Leete, ME Mueller

文献索引：Leete; Mueller Journal of the American Chemical Society, 1982 , vol. 104, # 23 p. 6440 - 6444

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被引用次数: 22

摘要

Abstract: The tobacco alkaloid anatabine (1, 2, 3, 6-tetrahydr0-2, 3'-bipyridine) is formed, along with small amounts of pyridine and glutaconaldehyde, when baikiain (1, 2, 3, 6- tetrahydropyridine2-carbxylic acid) is oxidized with sodium hypochlorite. Baikiain, labeled with deuterium or 13C at C-2, yielded anatabine labeled only at the C-2 and C-2'positions, the location of the isotopes being determined by NMR spectroscopy. The formation of ...