Journal
CURRENT ORGANIC SYNTHESIS
Volume 13, Issue 5, Pages 726-749Publisher
BENTHAM SCIENCE PUBL LTD
DOI: 10.2174/1570179412666150914195807
Keywords
Isoxazolidines; 1,3-dipolar cycloaddition; nitrones; anti-proliferative agents; nucleoside analogues; antiviral agents; antibacterials
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Funding
- Italian Ministry of Education, Universities, and Research (MIUR: PRIN project)
- University of Catania (FIR)
- University of Messina
- Interuniversity Consortium for Innovative Methodologies and Processes for Synthesis (CINMPIS)
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This review is focused on the synthesis of isoxazolidines as the core of biologically active compounds having anti-cancer, antiviral, antibacterial and anti-inflammatory properties. The isoxazolidine ring, as mimetic of ribose, has been principally synthesized with high regio-, stereo- and enantioselectivity, applying the methodology of 1,3-dipolar cycloaddition, involving nitrones and alkenes as dipoles and dipolarophiles, respectively. The easy accessibility of this ring by this approach, then, makes this heterocycle, particularly suitable for the synthesis of small molecules useful in the design of new and modified drugs.
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