Long‐range 1 H‐ 15 N heteronuclear correlation pathways in the alkaloid vincamine, a structural constituent or biogenetic congener of numerous Vinca alkaloids, are reported. Correlations were observed through the use of the GHNMQC (Gradient‐enhanced Hydrogen‐Nitrogen Multiple Quantum Coherence) 2D nmr experiment at natural abundance. An unanticipated four‐bond coupling between the H15a resonance and N4 was observed in contrast to the typical two‐ and three‐bond coupling pathways. Nitrogen‐15 chemical shift comparisons are drawn between vincamine and structurally related alkaloids including ajmaline and the velbanamine portion of the semi‐synthetic alkaloid vinorelbine (Navelbine TM ).
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Gary E. Martin (1997) studied this question.
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