Artículos de revistas
Ozonolysis Of Morita-baylis-hillman Adducts Originated From Aromatic Aldehydes: An Expeditious Diastereoselective Approach For The Preparation Of α,β-dihydroxy-esters
Registro en:
Tetrahedron Letters. , v. 49, n. 1, p. 145 - 148, 2008.
404039
10.1016/j.tetlet.2007.10.149
2-s2.0-36549015046
Autor
Abella C.A.M.
Rezende P.
Lino de Souza M.F.
Coelho F.
Institución
Resumen
We disclose herein ozonolysis of Morita-Baylis-Hillman adducts originated from aromatic aldehydes. This efficient reaction provides α-ketoesters with different substitution patterns on the aromatic ring. Diastereoselective reduction of the corresponding α-ketoester obtained in the oxidative cleavage step provides α,β-dihydroxy-esters with excellent degree of anti diastereoselection. The method is simple and easy to execute and is therefore a valuable alternative to prepare either α-ketoesters or α,β-dihydroxy-esters. © 2007 Elsevier Ltd. All rights reserved. 49 1 145 148 Basavaiah, D., Rao, A.J., Satyanarayama, T., (2003) Chem. Rev., 103, pp. 811-891. , For comprehensive reviews on the Morita-Baylis-Hillman reaction see: Almeida, W.P., Coelho, F., (2000) Quim. Nova, 23, pp. 98-105. , Chem. Abstr. 2000, 132, 236562e Ciganek, E., (1997) Org. 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