Najera oxime-derived palladacycles catalyze intermolecular Heck reaction with Morita-Baylis-Hillman adducts. An improved and highly efficient synthesis of alpha-benzyl-beta-ketoesters

Autor(es)

Ferreira, Bruno R. V. ^[1] ; Pirovani, Rodrigo V. ^[1] ; Souza-Filho, Luis G. ^[1] ; Coelho, Fernando ^[1]

Afiliação do(s) autor(es)

^[1] Univ Estadual Campinas, Lab Synth Nat Prod & Drugs, Inst Chem, BR-13084971 Campinas, SP - Brazil

• Tipo de documento: Artigo Científico
• Fonte: Tetrahedron; v. 65, n. 36, p. 7712-7717, SEP 5 2009.
• Citações Web of Science: 20

Resumo

An improved and highly efficient synthesis of several alpha-benzyl-beta-ketoesters from Morita-Baylis-Hillman adducts is described. These adducts were used as substrates for an intermolecular Heck reaction catalyzed by a Najera oxime-derived palladacycles. These efficient catalytic conditions probed to be very selective providing only the corresponding functionalized beta-ketoesters in high yield with no decarboxylation product. It seems that the method herein described is one of the most efficient for the synthesis of alpha-benzyl-beta-ketoesters. (C) 2009 Elsevier Ltd. All rights reserved. (AU)

• Processo FAPESP: 06/06347-9 - Síntese de fármacos e substâncias bioactivas a partir de adutos de Morita-Baylis-Hillman
• Beneficiário: Fernando Antonio Santos Coelho
• Modalidade de apoio: Auxílio à Pesquisa - Regular