Cobalt-catalyzed oxidative cyclization of gem-disubstituted conjugated alkenols

Autor(es)

Alves, Tania M. F. ; Costa, Mateus O. ; Bispo, Beatriz A. D. ; Pedrosa, Fabiana L. ; Ferreira, Marco A. B.

• Tipo de documento: Artigo Científico
• Fonte: Tetrahedron Letters; v. 57, n. 30, p. 3334-3338, JUL 27 2016.
• Citações Web of Science: 3

Resumo

Aryl gem-disubstituted conjugated alkenols underwent oxidative cyclization affording 2,5,5-trisubstituted tetrahydrofurans in reasonable yields and good diastereoselectivities using the reductive termination variation of the Mukaiyama aerobic oxidative reaction. Under oxidative termination, the same alkenols produced diols and ketonic by-products via the double hydration and beta-scission competing pathways. Furthermore, the differences in alkenol reactivity under the reductive and oxidative termination conditions were investigated. (C) 2016 Elsevier Ltd. All rights reserved. (AU)

• Processo FAPESP: 13/02311-3 - Novas abordagens na síntese assimétrica de tetraidrofuranos e tetraidropiranos substituídos com potencial aplicação na preparação de moléculas bioativas
• Beneficiário: Marco Antonio Barbosa Ferreira
• Modalidade de apoio: Auxílio à Pesquisa - Regular