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13C-NMR. Spectroscopy of Naturally Occuring Substances. XLII. Conformational analysis of quebrachamine-like indole alkaloids and related substances
Authors:Ernest Wenkert  Edward W Hagaman  Nicole Kunesch  Nai-yi Wang  Bla Zsadon
Institution:Ernest Wenkert,Edward W. Hagaman,Nicole Kunesch,Nai-yi Wang,Béla Zsadon
Abstract:The 13C shifts of 16α- and 16β-substituted derivatives of quebrachamine, 14,15-dehydroquebrachamine, cleavamine, 15,20α-dihydrocleavamine and 15,20β-dihydrocleavamine are determined and correlated with possible conformations of these tetracycles. The method of analysis of the C(16) configuration of these compounds, which emanated from this study, is used for the determination of the configuration of the site of coupling of vindoline and cleavamine β-chloroindolenine.
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