STEREOCONTROLLED RADICAL REACTIONS IN CARBOHYDRATE AND NUCLEOSIDE CHEMISTRY

被引：31
作者：
BARTON, DHR
GERO, SD
QUICLETSIRE, B
SAMADI, M
机构：
[1] CNRS,INST CHIM SUBST NAT,F-91198 GIF SUR YVETTE,FRANCE
[2] TEXAS A&M UNIV,DEPT CHEM,COLLEGE STN,TX 77843
来源：
TETRAHEDRON-ASYMMETRY | 1994年 / 5卷 / 11期
关键词：
D O I：
10.1016/S0957-4166(00)86288-6
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The radicals, generated by photolysis of 2,3-dimethyl ketals of N-hydroxy-2- thiopyridone uronic esters, reacted stereoselectively with electron deficient olefins leading to highly functionalised chain-elongated pentafuranosides, hexapyranosides and pentafuranosyl-nucleosides through the 4,5 and 4' radicals, respectively.
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页码：2123 / 2136
页数：14
相关论文
共 26 条
[21]   NUCLEOTIDES .47. CATALYTIC OXIDATION OF NUCLEOSIDES AND NUCLEOTIDES - A PROJECTED STEPWISE DEGRADATION OF POLYNUCLEOTIDES [J].
MOSS, GP ;
SCHOFIELD, K ;
REESE, CB ;
SHAPIRO, R ;
TODD .
JOURNAL OF THE CHEMICAL SOCIETY, 1963, (FEB) :1149-&
[22]  
NAKAJIMA H, 1961, CHEM ABST 25771E, V55
[23]  
SCHIER O, 1957, MONATSH CHEM, V88, P847
[24]   SYNTHESIS OF PHOSPHONATE ANALOGS OF THYMIDINE DIPHOSPHATE AND TRIPHOSPHATE FROM 5'-O-TOLUENESULFONYLTHYMIDINE [J].
STOCK, JA .
JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (22) :3997-4000
[25]   USE OF PHOSPHORUS YLIDES IN SUGAR CHEMISTRY .42. SEARCH FOR ANTI-VIRAL NUCLEOSIDES ANALOGS [J].
TRONCHET, JMJ ;
VALERO, MJ .
HELVETICA CHIMICA ACTA, 1979, 62 (08) :2788-2792
[26]  
VINCENT C, 1992, THESIS U PARIS 11 OR
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