Studies on the dehydrative cyclization of epimeric 4-(L-xylo and L-lyxo-tetritol-1-yl)-2-phenyl-2H-1,2,3-triazoles.: Circular dichroism and NMR assignment of the formed anomeric C-nucleoside L-threofuranosyl triazole analogs

被引：9

作者：

Sallam, MAE ^{[1
]}

Louis, FF ^{[1
]}

机构：

[1] Univ Alexandria, Fac Sci, Dept Chem, Alexandria, Egypt

来源：

CHIRALITY | 2004年 / 16卷 / 05期

关键词：

C-nucleosides; 1,2,3-triazoles; circular dichroism; anomeric configuration; NOE;

D O I：

10.1002/chir.20033

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Dehydrative cyclization of epimeric 4-(L-xylo- and L-Iyxo-tetritol-1-yl)-2-phenyl-2H-1,2,3-triazoles afforded the anomeric alpha and beta-L-threofuranosyl analogs. The anomeric configuration of the formed anomeric C-nucleoside analogs was determined by circular dichroism and NMR spectroscopy. (C) 2004 Wiley-Liss, Inc.

引用

页码：331 / 335

页数：5

共 10 条

[1] Studies on epimeric D-xylo-and D-lyxo-tetritol-1-yl-2-phenyl-2H-1,2,3-triazoles.: Synthesis and anomeric configuration of 4-(α- and β-D-threofuranosyl)-2-phenyl-2H-1,2,3-triazole C-nucleoside analogs
Sallam, MAE
Louis, FF
Cassady, JM
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 2000, 19 (5-6): : 941 - 954
[2] Studies on epimeric-D-arabino- and -D-ribo-tetritol-1-yl-2-phenyl-2H-1,2,3-triazoles.: Synthesis and anomeric configuration of 4-(α- and β-D-erythrofuranosyl)-2-phenyl-2H-1,2,3-triazole C-nucleoside analogs
Sallam, MAE
Louis, FF
Cassady, JM
NUCLEOSIDES & NUCLEOTIDES, 1998, 17 (04): : 769 - 783
[3] CD and NMR assignment of the anomeric configuration of 4-(5-deoxy-α,β-L-arabinofuranosyl)-2-phenyl-2H-1,2,3-triazole C-nucleoside analogs
Sallam, Mohammed A. E.
CARBOHYDRATE RESEARCH, 2010, 345 (03) : 341 - 345
[4] Acid-catalyzed dehydrative cyclization of 4-(D-galacto-pentitol-1-yl)-2-phenyl-2H-1,2,3-triazole.: Synthesis and anomeric configuration of D-lyxo-C-nucleoside analogs
Sallam, MAE
Megid, SMEA
Townsend, LB
CARBOHYDRATE RESEARCH, 2001, 330 (01) : 53 - 63
[5] Circular dichroism as a reliable tool for anomeric assignment of glycosyl-2-phenyl-2H-1,2,3-triazole C-nucleoside analogs.: A rule for prediction of their anomeric configuration
Sallam, Mohammed A. E.
CHIRALITY, 2006, 18 (10) : 790 - 798
[6] Chiroptical Assignment of the Anomeric Configuration of 4-(α,β-D-lyxopyranosyl)- and 4-(α,β-D-lyxofuranosyl)-2-phenyl-2H-1,2,3-Triazole C-Nucleoside Anomeric Pairs: Extension of the CD Triazole Rule
Sallam, Mohammed A. E.
JOURNAL OF CARBOHYDRATE CHEMISTRY, 2009, 28 (09) : 498 - 505
[7] Homo-C-nucleoside analogs III. Studies on the base-catalyzed dehydrative cyclization of 4-(D-manno-pentitol-1-yl)-2-phenyl-2H-1,2,3-triazole
Sallam, Mohammed A. E.
CARBOHYDRATE RESEARCH, 2010, 345 (15) : 2233 - 2238
[8] CARB 119-Homo-C-nucleoside analogs III: Studies on the base catalyzed dehydrative cyclization of 4-(D-manno-pentitol-1-yl)-2-phenyl-2H-1,2,3-triazole
Sallam, Mohammed A. E.
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2009, 238
[9] Homo-C-nucleoside analogs II.: Synthesis and anomeric configuration of 4-(2,5-anhydro-D-gluco-pentitol-1-yl)-2-phenyl-2H-1,2,3-triazole
Sallam, MAE
Townsend, LB
NUCLEOSIDES & NUCLEOTIDES, 1998, 17 (07): : 1215 - 1229
[10] Homo-C-nucleoside analogs IV. Synthesis of 4-(2,5-anhydro-D-altro-pentitol-1-yl)-2-phenyl-2H-1,2,3-triazole homo-C-nucleoside. CD assignment of the absolute configuration of the carbon bridge
Sallam, Mohammed A. E.
CHIRALITY, 2017, 29 (01) : 33 - 37

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