The development of efficient methods for the combinatorial synthesis of N-glycosyl conjugates is vital for many fields of modern synthetic organic chemistry. Herein, we report a multicomponent domino process for the regioselective synthesis of a large array N-glycosyl-Asp-urea conjugates, which could be further functionalized in a chemoselective way, starting from easily accessible reactants such as N-glycosylamines, fumaric acid monoesters, azides, and isocyanates. The process occurs under very mild conditions, does not require the use of strong bases/acids or high temperature, and is highly versatile, working efficiently with a range of protecting groups and substituents.
Synthesis ofN-Glycosyl Conjugates through a Multicomponent Domino Process
VOLONTERIO, ALESSANDRO
2014-01-01
Abstract
The development of efficient methods for the combinatorial synthesis of N-glycosyl conjugates is vital for many fields of modern synthetic organic chemistry. Herein, we report a multicomponent domino process for the regioselective synthesis of a large array N-glycosyl-Asp-urea conjugates, which could be further functionalized in a chemoselective way, starting from easily accessible reactants such as N-glycosylamines, fumaric acid monoesters, azides, and isocyanates. The process occurs under very mild conditions, does not require the use of strong bases/acids or high temperature, and is highly versatile, working efficiently with a range of protecting groups and substituents.File | Dimensione | Formato | |
---|---|---|---|
Eur. J. Org. Chem. 2014, 2386-2397.pdf
Accesso riservato
:
Publisher’s version
Dimensione
1.55 MB
Formato
Adobe PDF
|
1.55 MB | Adobe PDF | Visualizza/Apri |
Synthesis of N-Glycosyl Conjugates through a Multicomponent Domino Process_11311-938369_Volonterio.pdf
accesso aperto
:
Post-Print (DRAFT o Author’s Accepted Manuscript-AAM)
Dimensione
1.53 MB
Formato
Adobe PDF
|
1.53 MB | Adobe PDF | Visualizza/Apri |
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.