Synthesis of 2-Hydroxy-1,4-oxazin-3-ones through Ring Transformation of 3-Hydroxy-4-(1,2-dihydroxyethyl)-β-lactams and a Study of Their Reactivity

The reactivity of 3‐hydroxy‐4‐(1,2‐dihydroxyethyl)‐β‐lactams with regard to the oxidant sodium periodate was evaluated, unexpectedly resulting in the exclusive formation of new 2‐hydroxy‐1,4‐oxazin‐3‐ones through a C3C4 bond cleavage of the intermediate 4‐formyl‐3‐hydroxy‐β‐lactams followed by a ri...

Ausführliche Beschreibung

Bibliographische Detailangaben

Veröffentlicht in:	Chemistry : a European journal 2013-03, Vol.19 (10), p.3383-3396
Hauptverfasser:	Mollet, Karen, Goossens, Hannelore, Piens, Nicola, Catak, Saron, Waroquier, Michel, Törnroos, Karl W., Van Speybroeck, Veronique, D'hooghe, Matthias, De Kimpe, Norbert
Format:	Artikel
Sprache:	eng
Schlagworte:	Azetidines - chemistry beta-Lactams - chemical synthesis beta-Lactams - chemistry bond cleavage density functional calculations Molecular Structure oxazin-3-ones Oxazines - chemical synthesis Oxazines - chemistry Oxidation-Reduction Periodic Acid - chemistry reaction mechanisms ring expansion Stereoisomerism β-lactams
Online-Zugang:	Volltext
Tags:	Tag hinzufügen Keine Tags, Fügen Sie den ersten Tag hinzu!