Using N-benzyloxycarbonyl-(2S,3R)- and -(2S, 3S)-[3-14C, 3-3H]tryptophan it was shown that the side-chain dehydrogenation of N-benzyloxycarbonyltryptophan by Chromobacterium violaceum involves a syn elimination of the hydrogens from C-2 and C-3 to give N-benzyloxycarbonyl-2,3-dehydrotryptophan of Z configuration.
M. E. Gustafson, D. Miller, P. J. Davis, J. P. Rosazza, C. Chang and H. G. Floss, J. Chem. Soc., Chem. Commun., 1977, 842 DOI: 10.1039/C39770000842
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