2017
DOI: 10.1002/open.201700051
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Synthetic Approaches toward Monocyclic 3‐Amino‐β‐lactams

Abstract: Due to the emerging resistance against classical β‐lactam‐based antibiotics, a growing number of bacterial infections has become harder to treat. This alarming tendency necessitates continued research on novel antibacterial agents. Many classes of β‐lactam antibiotics are characterized by the presence of the 3‐aminoazetidin‐2‐one core, which resembles the natural substrate of the target penicillin‐binding proteins. In that respect, this Review summarizes the different synthetic pathways toward this key structu… Show more

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Cited by 46 publications
(21 citation statements)
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“…A large number of nitrogencontaining saturated cyclic compounds are known as antibiotics, analgesics, antidepressants, anticancer, anti-HIV, and anti-HCV agents. [1][2][3] According to the medicinal chemistry literature, there are two main fields of interest with respect to the structures of the present drug candidates: the popularity of organofluorine scaffolds and of azaheterocycles. [4][5][6][7][8][9] Saturated N-heterocycles are building blocks in synthetic bioactive products and medicinal compounds.…”
Section: Importance Of Functionalized Saturated Azaheterocycles and Fmentioning
confidence: 99%
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“…A large number of nitrogencontaining saturated cyclic compounds are known as antibiotics, analgesics, antidepressants, anticancer, anti-HIV, and anti-HCV agents. [1][2][3] According to the medicinal chemistry literature, there are two main fields of interest with respect to the structures of the present drug candidates: the popularity of organofluorine scaffolds and of azaheterocycles. [4][5][6][7][8][9] Saturated N-heterocycles are building blocks in synthetic bioactive products and medicinal compounds.…”
Section: Importance Of Functionalized Saturated Azaheterocycles and Fmentioning
confidence: 99%
“…In the development of new pharmaceuticals three-dimensional, functionalized scaffolds with saturated building blocks, especially saturated N-heterocycles, are used preferably. [1][2][3] Figure 1 shows some representative N-heterocyclic structures with biological relevance. [10][11][12][13][14] Fluorine-containing organic molecules (except only a few representatives) are practically absent in nature, but they have received significant interest in drug research.…”
Section: Importance Of Functionalized Saturated Azaheterocycles and Fmentioning
confidence: 99%
See 1 more Smart Citation
“…applications of functionalized -lactams [25][26][27][28][29][30][31][32] or some fused bicyclic -lactams. [33][34][35][36][37][38][39] For example, opening of the azetidinone ring of various -lactam derivatives is considered to be one of the most convenient pathways for the stereocontrolled synthesis of open-chain or cyclic 2,3 -amino acid derivatives.…”
Section: Introductionmentioning
confidence: 99%
“…In addition to their well-known significance as antibacterial agents, β-lactams have been attracting considerable interest as building blocks and valuable intermediates from a synthetic point of view as well [11]. Because of the high ring strain associated with the four-membered ring system, β-lactams represent prominent substrates susceptible to ring-opening and ring-transformation reactions en route to a variety of nitrogen-containing acyclic and heterocyclic compounds [11][12].…”
Section: Introductionmentioning
confidence: 99%