Journal article
A convenient procedure for the solid-phase synthesis of hydroxamic acids on PEGA resins
An efficient method for the solid-phase synthesis of hydroxamic acids is described. The method comprises the nucleophilic displacement of esters immobilized on PEGA resins with hydroxylamine/sodium hydroxide in isopropanol. The hydroxyaminolysis protocol is compatible with a broad range of PEGA-supported peptide and peptidomimetic esters.
The methodology was found to be compatible with two new strategies for the synthesis of solid-supported lactams and diketopiperazines, respectively, both relying on the high inter- and intramolecular reactivity of cyclic N-acyliminium ions with electron-rich aromatics and heteroaromatics, ultimately affording hydroxamic acid derivatives in high purities.
Language: | English |
---|---|
Year: | 2011 |
Pages: | 7121-7124 |
ISSN: | 18733581 and 00404039 |
Types: | Journal article |
DOI: | 10.1016/j.tetlet.2011.10.103 |
ORCIDs: | Qvortrup, Katrine and 0000-0001-5004-8609 |