Directing Bromination of Piperazine-2,5-diones
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.
2013 ◽
Vol 25
(7)
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pp. 4107-4108
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1990 ◽
Vol 112
(14)
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pp. 5557-5562
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2014 ◽
Vol 55
(49)
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pp. 6743-6746
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