Peracetylated β-Allyl C-Glycosides of D-Ribofuranose and 2-Deoxy-D-ribofuranose in the Chemical Literature: Until Now, Mirages in the Literature

被引:7
|
作者
Martinez, Heike Otero [1 ]
Reinke, Helmut [1 ]
Michalik, Dirk [2 ]
Vogel, Christian [1 ]
机构
[1] Univ Rostock, Inst Chem, D-18059 Rostock, Germany
[2] Univ Rostock, Leibniz Inst Catalysis, D-18059 Rostock, Germany
来源
SYNTHESIS-STUTTGART | 2009年 / 11期
关键词
allylation; glycosylation; C-glycosides; nucleosides; stereoselectivity; D-RIBOSE; NUCLEOSIDES; DERIVATIVES; ACID;
D O I
10.1055/s-0029-1216794
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The peracetylated beta-allyl C-glycosides of D-ribofuranose (8) and 2-deoxy-D-ribofuranose (13) were stereoselectively prepared via the isopropylidene derivatives 3 and 4. These reactions represent what are, to the best of our knowledge, the first preparation of these apparently simple derivatives whose structures were carefully proved by NMR and X-ray investigations. Publications which allegedly described the synthesis of 8 and 13 were critically examined.
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页码:1834 / 1840
页数:7
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