SYNTHETIC STUDIES ON TETRODOTOXIN AND RELATED COMPOUNDS .4. STEREOSPECIFIC TOTAL SYNTHESES OF DL-TETRODOTOXIN
SYNTHETIC STUDIES ON TETRODOTOXIN AND RELATED COMPOUNDS .4. STEREOSPECIFIC TOTAL SYNTHESES OF DL-TETRODOTOXIN
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DOI：
10.1021/ja00781a039
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发表时间：
1972-01-01
影响因子：
15
通讯作者：
KAKOI, H
中科院分区：
文献类型：
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作者：
KISHI, Y;FUKUYAMA, T;KAKOI, H
(18)LM Jackmann，“核磁共振波谱学在有机化学中的应用”，Pergamon出版社，伦敦，1955年，第87-88页; T. A sao，G.比希湾Abdel-Kader，S. B。Chang，E. L. Wick和G. N. Wogan，J. Amer. Chem. Soc.，87，882（1965）; R. K.奈斯和小弗莱彻，有机化学杂志，28，435（1963）中所述。(19)在河豚毒素衍生物的核磁共振谱中观察到了完全相似的现象。此外，在21中的C-9处缺少乙酰氧基的化合物中，观察到C-9和C-8处的质子之间以及C-9和C-4a处的质子之间的自旋-自旋耦合。
(18) LM Jackmann,“Applications of NMR Spectroscopy in Organic Chemistry,” Pergamon Press, London, 1955, pp 87-88; T. A sao, G. Büchi, M. Abdel-Kader, S. B. Chang, E. L. Wick, and G. N. Wogan, J. Amer. Chem. Soc., 87, 882 (1965); R. K. Ness and HG Fletcher, Jr., J. Org. Chem., 28, 435 (1963).(19) Exactlysimilar phenomena were observed in the nmr spectra of tetrodotoxin derivatives. Furthermore, in the compound lacking an acetoxy group at C-9 in 21, spin-spin couplings between the protons at C-9 and C-8, as well as the protons at C-9 and C-4a, were observed.