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. © 2007 Bentham Science Publishers Ltd.
Oxazolidin-2-one ring, a popular framework in synthetic organic chemistry part 2 [1]. Applications and modifications / G., Bentham Science Publisher Zappia; G., Bentham Science Publisher Cancelliere; E., Bentham Science Publisher Gacs Baitz; G., Bentham Science Publisher Delle Monache; Misiti, Domenico; Nevola, Laura; Botta, Bruno. - In: CURRENT ORGANIC SYNTHESIS. - ISSN 1570-1794. - STAMPA. - 4:3(2007), pp. 238-307. [10.2174/157017907781369306]
Oxazolidin-2-one ring, a popular framework in synthetic organic chemistry part 2 [1]. Applications and modifications
MISITI, Domenico;NEVOLA, LAURA;BOTTA, Bruno
2007
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. © 2007 Bentham Science Publishers Ltd.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
