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学科主题: 生命有机化学
题名: A Stereospecific synthesis of L-deoxyribose, L-ribose and L-ribosides
其他题名: L-脱氧核糖,L-核糖及L-核糖甙的立体专一性合成
作者: Shi ZD(史震旦) ; Yang BH(杨炳辉) ; Wu YL(吴毓林)
通讯作者: 杨炳辉
刊名: Tetrahedron
发表日期: 2002
卷: 58, 期:16, 页:3287-3296
收录类别: SCI
部门归属: 中国科学院上海有机化学研究所生命有机化学实验室
英文摘要: Using an inexpensive D-galactose from the chiral pool, L-deoxyribose, L-ribose and their derivatives were wynthesized via mildreaction conditions. During the synthesis of L-deoxyribose, the key deoxygenation of the 2-hydroxy group of 3,5-O-dibenzyl-methyl-L-arabinofuranoside was performed by reduction of the corresponding triflate with tetrabutylammonium borohydride in high yield. During the synthesis of L-ribose, the key step of inversion of the 2-hydroxy group in the same substrate was carried out by intramolecular S^N2 tandem reaction. Then the L-ribosyl donors were submitted to glycosidations according to Vorbriggen's condition to give L-ribosides (L-uridine, L-5_fluorouridine, L-iodourdine, L-thymidine, L-puridine, L-adenosine and L-guanosine) in excellent yields.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000175933700021
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/14036
Appears in Collections:生命有机化学国家重点实验室_期刊论文

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Recommended Citation:
Shi ZD,Yang BH,Wu YL. A Stereospecific synthesis of L-deoxyribose, L-ribose and L-ribosides[J]. Tetrahedron,2002,58(16):3287-3296.
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