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Mini-Reviews in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-193X
ISSN (Online): 1875-6298

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 and U. Chiacchio

Volume 2, Issue 1, 2005

Page: [59 - 77] Pages: 19

DOI: 10.2174/1570193052774144

Price: $65

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


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