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

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.
Keywords
2-Iodoglycals;  Cross-coupling;  Palladium;  Carbon monoxide;  Carbonylative coupling

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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.
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