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

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

Journal Name: Current Organic Synthesis

Volume 4 , Issue 3 , 2007

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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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Article Details

Year: 2007
Page: [238 - 307]
Pages: 70
DOI: 10.2174/157017907781369306
Price: $65

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