An Aminocatalyzed Stereoselective Strategy for the Formal alpha-Propargylation of Ketones

Autor(es)

Jurberg, Igor D.

• Tipo de documento: Artigo Científico
• Fonte: CHEMISTRY-A EUROPEAN JOURNAL; v. 23, n. 41, p. 9716-9720, JUL 21 2017.
• Citações Web of Science: 13

Resumo

A two-step reaction sequence is described for the asymmetric formal alpha-propargylation of ketones. This approach takes advantage of an aminocatalyzed conjugate addition of ketones to alkylidene isoxazol-5-ones, followed by a controlled nitrosative degradation event. The target compounds can be accessed in broad scope, in moderate to good yields, perfect diastereocontrol and good to excellent enantioselectivity. (AU)

• Processo FAPESP: 15/20809-4 - Exploração da Química de Isoxazol-5-onas como Blocos de Construção Versáteis em Síntese Orgânica
• Beneficiário: Igor Dias Jurberg
• Modalidade de apoio: Auxílio à Pesquisa - Regular