Author： Rezende Patricia Paioti Paulo Coelho Fernando
Publisher： Taylor & Francis Ltd
ISSN： 0039-7911
Source： Synthetic Communications, Vol.41, Iss.2, 2011-01, pp. : 227-242
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Abstract
We disclose herein a new strategy for the diastereoselective preparation of 4- and 4,5-substituted oxazolidinones from Morita-Baylis-Hillman adducts. The strategy is based on an intramolecular cyclization involving a nucleophilic attack of an alkoxide ion to the carbonyl group of a carbamate. The latter is prepared from a Curtius rearrangement having Morita-Baylis-Hillman adduct as substrate. The oxazolidinones were prepared in six steps with an overall yield of 18% and 49%.
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