Abstract

AbstractThe INEPT experiment which uses selective 1H pulses (INAPT) was used to assign quaternary carbon NMR signals in trisubstituted alkenes. Given that 3J(CH) across the double bond is usually larger for the trans than the cis disposed nuclei, experimental conditions may be chosen such that more polarization transfer is effected in the case of the trans nuclei. We applied this approach to two important pharmaceutica Is, cyclobenzaprine and ami‐triptyline, and some structurally related compounds. In each case the INAPT experiment quickly afforded a stereochemical assignment. Assignments were corroborated with the data from two‐dimensional selective hetero‐nuclear J‐resolved and heteronuclear nuclear Overhauser effect experiments.

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