Incorporation of (3R)- and (3S)-[3-3H,3-14C] tryptophan into α-cyclopiazonic acid in Pencillium cyclopium Westling proceeds with loss of pro-S-tritium showing that, in the final cyclisation step, formation of the new C–C bond occurs from the opposite side of the molecule to proton removal.
P. S. Steyn, R. Vleggaar, N. P. Ferreira, G. W. Kirby and M. J. Varley, J. Chem. Soc., Chem. Commun., 1975, 465 DOI: 10.1039/C39750000465
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