Artículos de revistas
Ozonolysis of Morita-Baylis-Hillman adducts originated from aromatic aldehydes: an expeditious diastereoselective approach for the preparation of alpha,beta-dihydroxy-esters
Registro en:
Tetrahedron Letters. Pergamon-elsevier Science Ltd, v. 49, n. 1, n. 145, n. 148, 2008.
0040-4039
WOS:000252152500033
10.1016/j.tetlet.2007.10.149
Autor
Abella, CAM
Rezende, P
de Souza, MFL
Coelho, F
Institución
Resumen
We disclose herein ozonolysis of Morita-Baylis-Hillman adducts originated from aromatic aldehydes. This efficient reaction provides alpha-ketoesters with different substitution patterns on the aromatic ring. Diastercoselective reduction of the corresponding alpha-ketoester obtained in the oxidative cleavage step provides alpha,beta-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 alpha-ketoesters or alpha-dihydroxy-esters. (c) 2007 Elsevier Ltd. All rights reserved. 49 1 145 148