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The thiol group of cysteine adds to the double bond of unsaturated lactones and related compounds to give thio amino-acids. In certain cases, cyclisation and dehydration leads to the formation of stable, unsaturated, 8-membered cyclic lactams.
D. K. Black, J. Chem. Soc. C, 1966, 1123 DOI: 10.1039/J39660001123
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