Oxazolidin-2-one Ring, a Popular Framework in Synthetic Organic Chemistry Part 2 [1]. Applications and Modifications

G. Zappia; G. Cancelliere; E. Gacs-Baitz; G. Delle Monache; D. Misiti; L. Nevola; B. Botta

Abstract

The present review is mainly focused upon the use of C-substituted oxazolidin-2-ones as chiral auxiliaries in the stereocontrolled C-C and C-X (X = hetero atom) bond formation. The recent progress in the stereoselective alkylation, cycloaddition and aldol reaction, as well as in the 1,4-coniugate addition, in [2+2]- photocycloaddition, in Lewis acid promoted free-radical copolymerization reactions are discussed. Emerging new applications of the oxazolidin- 2-one nucleus, such as building blocks in the design and preparation of foldamers or as organocatalyst in enantioselective epoxidation reactions, will be also discussed.

Keywords: 1,3-oxazolidin-2-one, chiral auxiliary, asymmetric alkylation and aldol reaction, asymmetric cycloaddition, foldamers, organocatalyst

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Current Organic Synthesis

Title: Oxazolidin-2-one Ring, a Popular Framework in Synthetic Organic Chemistry Part 2 [1]. Applications and Modifications

Volume: 4 Issue: 3

Author(s): G. Zappia, G. Cancelliere, E. Gacs-Baitz, G. Delle Monache, D. Misiti, L. Nevola and B. Botta

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Keywords: 1,3-oxazolidin-2-one, chiral auxiliary, asymmetric alkylation and aldol reaction, asymmetric cycloaddition, foldamers, organocatalyst

Abstract: The present review is mainly focused upon the use of C-substituted oxazolidin-2-ones as chiral auxiliaries in the stereocontrolled C-C and C-X (X = hetero atom) bond formation. The recent progress in the stereoselective alkylation, cycloaddition and aldol reaction, as well as in the 1,4-coniugate addition, in [2+2]- photocycloaddition, in Lewis acid promoted free-radical copolymerization reactions are discussed. Emerging new applications of the oxazolidin- 2-one nucleus, such as building blocks in the design and preparation of foldamers or as organocatalyst in enantioselective epoxidation reactions, will be also discussed.

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G. Zappia , G. Cancelliere , E. Gacs-Baitz , G. Delle Monache , D. Misiti , L. Nevola and B. Botta , Oxazolidin-2-one Ring, a Popular Framework in Synthetic Organic Chemistry Part 2 [1]. Applications and Modifications, Current Organic Synthesis 2007; 4 (3) . https://dx.doi.org/10.2174/157017907781369306

DOI https://dx.doi.org/10.2174/157017907781369306	Print ISSN 1570-1794
Publisher Name Bentham Science Publisher	Online ISSN 1875-6271

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