L-ribonucleosides from L-xylose

被引:52
作者
Moyroud, E [1 ]
Strazewski, P [1 ]
机构
[1] Univ Basel, Inst Organ Chem, CH-4056 Basel, Switzerland
关键词
L-ribonucleosides; glycosidation; L-xylose; L-ribose;
D O I
10.1016/S0040-4020(98)01119-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
L-Xylose was converted into a L-ribose derivative via an oxidation/reduction procedure. The L-ribosyl donor was submitted to a glycosidation reaction according to Vorbruggen's conditions to give L-ribonucleosides (L-uridine, L-cytidine, L-adenosine and L-guanosine) in high yield, (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1277 / 1284
页数:8
相关论文
共 15 条
[1]  
ABE Y, 1980, CHEM PHARM BULL, V28, P1324
[2]  
Altmann KH, 1996, CHIMIA, V50, P168
[3]   NUCLEIC-ACID COMPONENTS AND THEIR ANALOGS .153. PREPARATION OF 2'-DEOXY-L-RIBONUCLEOSIDES OF PYRIMIDINE SERIES [J].
HOLY, A .
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1972, 37 (12) :4072-4087
[4]   NUCLEIC-ACID COMPONENTS AND THEIR ANALOGS .155. MECHANISM OF ANOMALOUS OPENING OF O2,2'-ANHYDRO BOND IN URACIL CYCLONUCLEOSIDES [J].
HOLY, A .
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1973, 38 (02) :423-427
[6]   Efficient syntheses of L-ribose and 2-deoxy L-ribose from D-ribose and L-arabinose [J].
Jung, ME ;
Xu, Y .
TETRAHEDRON LETTERS, 1997, 38 (24) :4199-4202
[7]   Mirror-design of L-oligonucleotide ligands binding to L-arginine [J].
Nolte, A ;
Klussmann, S ;
Bald, R ;
Erdmann, VA ;
Furste, JP .
NATURE BIOTECHNOLOGY, 1996, 14 (09) :1116-1119
[8]   An efficient synthesis of enantiomeric ribonucleic acids from D-glucose [J].
Pitsch, S .
HELVETICA CHIMICA ACTA, 1997, 80 (08) :2286-2314
[9]  
POOPEIKO NE, 1985, SYNTHESIS-STUTTGART, P605
[10]  
REDONDO EF, 1959, HELV CHIM ACTA, V42, P1171