C-Alkoxycarbonyl Nitrones: Building Blocks for the Synthesis of Butenolides, Lactams and Modified Nucleosides

Author(s): G. Romeo, D. Iannazzo, A. Piperno, R. Romeo, A. Corsaro, A. Rescifina, U. Chiacchio

Journal Name: Mini-Reviews in Organic Chemistry

Volume 2 , Issue 1 , 2005

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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

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Article Details

Year: 2005
Page: [59 - 77]
Pages: 19
DOI: 10.2174/1570193052774144

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