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

[ Vol. 4 , Issue. 3 ]

Author(s):

G. Zappia, G. Cancelliere, E. Gacs-Baitz, G. Delle Monache, D. Misiti, L. Nevola and B. Botta   Pages 238 - 307 ( 70 )

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

Affiliation:

Chimica Farmaceutica, Universita degli Studi di Urbino “Carlo Bo”, P.za del Rinascimento 6, 61029 Urbino, Italy.



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