Comparison of the labelling patterns in (+)-sparteine (8) and (–)-N-methylcytisine (9) derived biosynthetically from (R)-[1-2H]-(6) and (S)-[1-2H]-cadaverine (7) has distinguished between two possible pathways for conversion of a tetracyclic intermediate into N-methylcytisine.
A. M. Fraser and D. J. Robins, J. Chem. Soc., Chem. Commun., 1986, 545 DOI: 10.1039/C39860000545
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