Generation of Threonine- and Azathreonine N-Carboxy Anhydrides from α-Hydroxy β-Lactams Promoted by 2,2,6,6-Tetramethylpiperidinyl-1-oxyl (TEMPO) in Combination with Sodium Hypochlorite

Autor:	Anthony Linden, Jesus M. Aizpurua, Claudio Palomo, R. Urchegui, Carmen Cuevas
Rok vydání:	1996
Předmět:	Beta-lactam chemistry.chemical_classification chemistry.chemical_compound Reaction sequence chemistry Sodium hypochlorite Organic Chemistry Alpha (ethology) Peptide Threonine Medicinal chemistry humanities
Zdroj:	The Journal of Organic Chemistry. 61:4400-4404
ISSN:	1520-6904 0022-3263
DOI:	10.1021/jo952178n
Popis:	A versatile one-pot oxidation-Baeyer-Villiger reaction sequence applied to alpha-hydroxy beta-lactams and promoted by 2,2,6,6-tetramethylpiperidinyl-1-oxyl (TEMPO) leads to alpha-amino acid N-carboxy anhydrides. The examples reported constitute the first application of TEMPO in a Baeyer-Villiger reaction and provide a way for peptide coupling from non alpha-amino acid precursors.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::8d0ee55253ad69d17e37e7d29dc3126e https://doi.org/10.1021/jo952178n Zobrazit plný text záznamu