Abstract
Elaboration of isoxazolidines derived from the 1,3-dipolar cycloaddition of C-alkoxycarbonyl nitrones to suitably substituted alkenes leads to the development of new synthetic methodologies for the preparation of a wide range of natural products and derivatives including lactones, lactams and complex nucleosides. The insertion of a chiral centre in position β, with respect to nitrone functionality, or the presence of a chiral auxiliary at the nitrogen atom have allowed the enantioselective synthesis of the same compounds.
Keywords: nitrones, butenolides, lactams, modified nucleosides
Mini-Reviews in Organic Chemistry
Title: C-Alkoxycarbonyl Nitrones: Building Blocks for the Synthesis of Butenolides, Lactams and Modified Nucleosides
Volume: 2 Issue: 1
Author(s): G. Romeo, D. Iannazzo, A. Piperno, R. Romeo, A. Corsaro, A. Rescifina and U. Chiacchio
Affiliation:
Keywords: nitrones, butenolides, lactams, modified nucleosides
Abstract: Elaboration of isoxazolidines derived from the 1,3-dipolar cycloaddition of C-alkoxycarbonyl nitrones to suitably substituted alkenes leads to the development of new synthetic methodologies for the preparation of a wide range of natural products and derivatives including lactones, lactams and complex nucleosides. The insertion of a chiral centre in position β, with respect to nitrone functionality, or the presence of a chiral auxiliary at the nitrogen atom have allowed the enantioselective synthesis of the same compounds.
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Cite this article as:
Romeo G., Iannazzo D., Piperno A., Romeo R., Corsaro A., Rescifina A. and Chiacchio U., C-Alkoxycarbonyl Nitrones: Building Blocks for the Synthesis of Butenolides, Lactams and Modified Nucleosides, Mini-Reviews in Organic Chemistry 2005; 2 (1) . https://dx.doi.org/10.2174/1570193052774144
DOI https://dx.doi.org/10.2174/1570193052774144 |
Print ISSN 1570-193X |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6298 |
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