中国科学院机构知识库网格
Chinese Academy of Sciences Institutional Repositories Grid
A Stereospecific synthesis of L-deoxyribose, L-ribose and L-ribosides

文献类型:期刊论文

作者Shi ZD(史震旦) ; Yang BH(杨炳辉) ; Wu YL(吴毓林)
刊名Tetrahedron
出版日期2002
卷号58期号:16页码:3287-3296
ISSN号0040-4020
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
通讯作者杨炳辉
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.
学科主题生命有机化学
收录类别SCI
原文出处http://dx.doi.org/10.1016/S0040-4020(02)00230-2
语种英语
WOS记录号WOS:000175933700021
公开日期2013-01-17
源URL[http://202.127.28.38/handle/331003/14036]  
专题上海有机化学研究所_生命有机化学国家重点实验室
推荐引用方式
GB/T 7714
Shi ZD,Yang BH,Wu YL. A Stereospecific synthesis of L-deoxyribose, L-ribose and L-ribosides[J]. Tetrahedron,2002,58(16):3287-3296.
APA 史震旦,杨炳辉,&吴毓林.(2002).A Stereospecific synthesis of L-deoxyribose, L-ribose and L-ribosides.Tetrahedron,58(16),3287-3296.
MLA 史震旦,et al."A Stereospecific synthesis of L-deoxyribose, L-ribose and L-ribosides".Tetrahedron 58.16(2002):3287-3296.

入库方式: OAI收割

来源:上海有机化学研究所

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