β-Lactam rearrangements into five-membered heterocycles

Open image in new windowβ-Lactams are compounds of great importance in both medicinal chemistry and as building blocks for the synthesis of different types of biologically relevant compounds. Among other transformations, β-lactams can easily be rearranged into five-membered heterocycles. The rearran...

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Hauptverfasser: Dražić, Tonko (VerfasserIn) , Roje, Marin (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: September 2017
In: Chemistry of heterocyclic compounds
Year: 2017, Jahrgang: 53, Heft: 9, Pages: 953-962
ISSN:1573-8353
DOI:10.1007/s10593-017-2156-z
Online-Zugang:Verlag, Volltext: http://dx.doi.org/10.1007/s10593-017-2156-z
Verlag, Volltext: https://doi.org/10.1007/s10593-017-2156-z
Volltext
Verfasserangaben:Tonko Dražić, Marin Roje
Beschreibung
Zusammenfassung:Open image in new windowβ-Lactams are compounds of great importance in both medicinal chemistry and as building blocks for the synthesis of different types of biologically relevant compounds. Among other transformations, β-lactams can easily be rearranged into five-membered heterocycles. The rearrangement occurs by cleavage of any of four β-lactam bonds. The type of final five-membered ring mainly depends on the side chain groups of starting β-lactam, as well as reaction conditions. Furthermore, rearrangement reactions are often stereoselective, with product rings retaining the stereochemistry of β-lactams. The ability of β-lactams to form a variety of diversely decorated five-membered heterocycles, often in stereoselective fashion, makes this class of compounds attractive synthons in organic chemistry. This review covers the progress in the field within last ten years.
Beschreibung:Gesehen am 29.11.2018
Beschreibung:Online Resource
ISSN:1573-8353
DOI:10.1007/s10593-017-2156-z