NDLI: Palladium-Catalyzed One-Pot Stereospecific Synthesis of 2-Deoxy Aryl C-Glycosides from Glycals and Anilines in the Presence of tert-Butyl Nitrite

Content Provider	Semantic Scholar
Author	Singh, Adesh Kumar Venkatesh, Rapelly Kandasamy, Jeyakumar
Copyright Year	2019
Abstract	The palladium-catalyzed one-pot synthesis of 2,3-deoxy-3-keto aryl C-glycosides is achieved from glycals and anilines in the presence of tert-butyl nitrite and aqueous HBF4 under mild conditions. This one-pot method stereospecifically provides α- and β-aryl glycosides (≥19:1 by NMR) in good yields at room temperature. The configuration at the C-3 position in the glycal determines the anomeric selectivity (i.e., α or β) of the desired products.
Starting Page	4215
Ending Page	4230
Page Count	16
File Format	PDF HTM / HTML
DOI	10.1055/s-0037-1611916
Volume Number	51
Alternate Webpage(s)	https://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0039-1691140.pdf
Alternate Webpage(s)	https://thieme-connect.com/products/ejournals/pdf/10.1055/s-0039-1691140.pdf
Alternate Webpage(s)	https://www.thieme-connect.com/products/ejournals/pdf/10.1055/s-0039-1691140.pdf
Alternate Webpage(s)	https://www.thieme-connect.com/products/ejournals/pdf/10.1055/s-0039-1691139.pdf
Alternate Webpage(s)	https://www.thieme-connect.com/products/ejournals/pdf/10.1055/s-0039-1691138.pdf
Alternate Webpage(s)	https://doi.org/10.1055/s-0037-1611916
Language	English
Access Restriction	Open
Content Type	Text
Resource Type	Article

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Palladium-Catalyzed One-Pot Stereospecific Synthesis of 2-Deoxy Aryl C-Glycosides from Glycals and Anilines in the Presence of tert-Butyl Nitrite