Australian Journal of Chemistry p. 1379 - 1384 (1995)
Update date:2022-08-30
Topics:
Badran, Terry W.
Chai, Christina L. L.
Easton, Christopher J.
Harper, Jason B.
Page, Dennis M.
From intermolecular and intramolecular competition experiments, it has been established that, by comparison with an N-methyl substituent, an N-acetyl group deactivates glycine residues in piperazine-2,5-diones towards free-radical bromination.Combined with the ease of introduction and removal of N-acetyl substituents, the deactivating effect provides a method for regiocontrolled functionalization of these compounds.
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