Thioaldehyde dehydropeptides (II; R3= H) related to β-lactam antibiotics have been synthesised; at room temperature these unstable compounds polymerise while at lower temperatures the thioenols are stabilised; when thioenolisation is prevented by the presence of an α-methyl substituent polymerisation is the only observable reaction.
J. Cheney, C. J. Moores, J. A. Raleigh, A. I. Scott and D. W. Young, J. Chem. Soc., Chem. Commun., 1974, 47 DOI: 10.1039/C39740000047
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