The rearrangement of phenyllactate in the biosynthesis of tropic acid
1994
Phenyl[1,3-13C,]lactic acid was synthesized and fed to Datura stramonium via the wick method and via the roots. Hyoscine (scopolamine) and hyoscyamine were isolated, and examination of their 13C NMR spectra showed spin-spin coupling from the newly formed contiguous centres, indicating that tropic acid is formed by an intramolecular rearrangement of phenyllactate.
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