NHC-catalyzed cleavage of vicinal diketones and triketones followed by insertion of enones and ynones

Thiazolium carbene-catalyzed reactions of 1,2-diketones and 1,2,3-triketones with enones and ynones have been investigated. The diketones gave α,β-double acylation products via unique Breslow intermediates isolable as acid salts, whereas the triketones formed stable adducts with the NHC instead of t...

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Detalles Bibliográficos
Autores principales: Takaki, Ken, Hino, Makoto, Ohno, Akira, Komeyama, Kimihiro, Yoshida, Hiroto, Fukuoka, Hiroshi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2017
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5588593/
https://www.ncbi.nlm.nih.gov/pubmed/28904625
http://dx.doi.org/10.3762/bjoc.13.176
Descripción
Sumario:Thiazolium carbene-catalyzed reactions of 1,2-diketones and 1,2,3-triketones with enones and ynones have been investigated. The diketones gave α,β-double acylation products via unique Breslow intermediates isolable as acid salts, whereas the triketones formed stable adducts with the NHC instead of the coupling products.

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