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
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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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