Mild acid treatment of the 4-mercapto-azetidin-2-one (1) gave the thioaldehyde (2) which was intercepted by reduction to the peptide (5), prior to enolization; a similar sequence with the dihydro-derivative (11) provided the cysteinyl-valine peptide (7), which represents a formal reversion of penicillin biosynthesis.
J. E. Baldwin and M. Jung, J. Chem. Soc., Chem. Commun., 1978, 609 DOI: 10.1039/C39780000609
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