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Carbonylative negishi-type coupling of 2-Iodoglycals with alkyl and aryl halides

Author
Esteves, Henrique A.;  Darbem, Mariana P.;  Pimenta, Daniel Carvalho ;  Stefani, Hélio A.
Butantan affiliation
Lab. Bioquímica 
External affiliation
(USP) Universidade de São Paulo 
Publication type
Article
Language
English
Access rights
Restricted access
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Abstract
C-Glycosides are valuable organic compounds in the field of medicinal chemistry due to their ubiquity inside living systems and pronounced biological activity. Herein, we describe an approach to alkyl-ketones bearing glycal units via the Pd-catalyzed carbonylative coupling of 2-iodoglycals and alkyl and aryl halides. Examples bearing a variety of functional groups are presented as well as a mechanistic proposal for this transformation.
Reference
Esteves HA., Darbem MP., Pimenta DC, Stefani HA.. Carbonylative negishi-type coupling of 2-Iodoglycals with alkyl and aryl halides. European J. Org. Chem.. 2019 Nov;2019(44):7384-7388. doi:10.1002/ejoc.201901081.
Link to cite this reference
https://repositorio.butantan.gov.br/handle/butantan/2886
Journal title
European Journal of Organic Chemistry 
Keywords
2-Iodoglycals;  Cross-coupling;  Palladium;  Carbon monoxide;  Carbonylative coupling
Research line
Toxinologia estrutural
Funding agency
(FAPESP) Fundação de Amparo à Pesquisa do Estado de São Paulo ;  (CNPq) Conselho Nacional de Desenvolvimento Científico e Tecnológico 
Issue Date
2019

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