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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| Main Authors: | , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
September 2017
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| In: |
Chemistry of heterocyclic compounds
Year: 2017, Volume: 53, Issue: 9, Pages: 953-962 |
| ISSN: | 1573-8353 |
| DOI: | 10.1007/s10593-017-2156-z |
| Online Access: | Verlag, Volltext: http://dx.doi.org/10.1007/s10593-017-2156-z Verlag, Volltext: https://doi.org/10.1007/s10593-017-2156-z 
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| Author Notes: | Tonko Dražić, Marin Roje |
| Summary: | 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. |
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| Item Description: | Gesehen am 29.11.2018 |
| Physical Description: | Online Resource |
| ISSN: | 1573-8353 |
| DOI: | 10.1007/s10593-017-2156-z |