SCHEDULED MAINTENANCE
Samples of (R)- and (S)-[2-2H]cadaverines 10 and 12 prepared from L and D-glutamic acid, respectively, were fed to Lupinus luteus plants and the labelling patterns in lupinine 1 determined by 2H NMR spectroscopy demonstrated that the quinolizidine ring system is formed by removal of the pro-S hydrogen and retention of the pro-R hydrogen at C-1 of lupinine.
D. J. Robins and G. N. Sheldrake, J. Chem. Soc., Chem. Commun., 1994, 1331 DOI: 10.1039/C39940001331
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