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篇目详细内容 |
【篇名】 |
The approach to the synthesis of novel amino-C-glycosides |
【刊名】 |
Frontiers of Chemistry in China |
【刊名缩写】 |
Front. Chem. China |
【ISSN】 |
1673-3495 |
【EISSN】 |
1673-3614 |
【DOI】 |
10.1007/s11458-006-0040-y |
【出版社】 |
Higher Education Press and Springer-Verlag |
【出版年】 |
2006 |
【卷期】 |
1
卷3期 |
【页码】 |
281-286
页,共
6
页 |
【作者】 |
Li Zhiwei;
Li Xiaoliu;
Duan Kefang;
Chen Hua;
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【关键词】 |
exo-glycal; C-glycoside; 1;3-dipolar cycloaddition; ketosyl spiro-isoxazolidine |
【摘要】 |
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. |
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