The approach to the synthesis of novel amino-C-glycosides
Li Zhiwei, Li Xiaoliu, Duan Kefang, Chen Hua
Author information+
School of Chemistry and Environmental Sciences, Hebei University, Baoding 071002, China;
Show less
History+
Published
05 Sep 2006
Issue Date
05 Sep 2006
Abstract
Stereoselective 1,3-dipolar cycloadditions of exo-glycals 1 to nitrones 2, 5 and 8 were investigated under the catalysis of Lewis acid or in a refluxing benzene or toluene solution, and afforded the corresponding cycloadducts of ketosyl spiro-isoxazolidines. The reductive cleavage of the N-O bond in the isoxazolidine ring and debenzylation by the catalytic hydrogenation [Pd(OH)2/C] were approached using the glucose-type cycloadducts 6b and 6e to alkyl-C-glycoside derivatives 12, providing a new access to a novel alkyl-C-glycoside containing an amino group on the side alkyl chain.
Li Zhiwei, Li Xiaoliu, Duan Kefang, Chen Hua.
The approach to the synthesis of novel amino-C-glycosides. Front. Chem. China, 2006, 1(3): 281‒286 https://doi.org/10.1007/s11458-006-0040-y
{{custom_sec.title}}
{{custom_sec.title}}
{{custom_sec.content}}
This is a preview of subscription content, contact us for subscripton.
AI Summary ×
Note: Please note that the content below is AI-generated. Frontiers Journals website shall not be held liable for any consequences associated with the use of this content.