NOVEL SYNTHESIS OF LACTONIC NUCLEOSIDE DERIVATIVES BY PYRIDINIUM DICHROMATE ACETIC-ANHYDRIDE

被引:13
作者
KIM, JN [1 ]
RYU, EK [1 ]
机构
[1] KOREA RES INST CHEM TECHNOL,DIV ORGAN CHEM,TAEJON 305606,SOUTH KOREA
关键词
D O I
10.1016/S0040-4039(00)79834-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first synthesis of lactonic nucleoside derivatives 2, 4, and 6 was achieved by oxidative fragmentation reaction from the corresponding nucleosides by pyridinium dichromate/acetic anhydride in moderate yields.
引用
收藏
页码:3141 / 3144
页数:4
相关论文
共 27 条
[1]   KETONUCLEOSIDES [J].
ANTONAKIS, K .
ADVANCES IN CARBOHYDRATE CHEMISTRY AND BIOCHEMISTRY, 1984, 42 :227-264
[2]  
BINKLEY RW, 1978, J ORG CHEM, V43, P2573, DOI 10.1021/jo00407a005
[3]   SYNTHESIS OF 5-IODO-1-(SODIUM 2-DEOXY-BETA-D-RIBOFURANOSYLURONATE)URACIL AND 5-IODO-1-(SODIUM BETA-D-RIBOFURANOSYLURONATE)URACIL [J].
CLASSON, B ;
SAMUELSSON, B .
ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1985, 39 (06) :501-504
[4]   CARBODIIMIDE-SULFOXIDE REACTIONS .6. SYNTHESES OF 2'- AND 3'-KETOURIDINES [J].
COOK, AF ;
MOFFATT, JG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (11) :2697-&
[5]   ONE-STEP CONVERSION OF PRIMARY ALCOHOLS IN THE CARBOHYDRATE SERIES TO THE CORRESPONDING CARBOXYLIC TERT-BUTYL ESTERS [J].
COREY, EJ ;
SAMUELSSON, B .
JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (24) :4735-4735
[6]   PYRIDINIUM DICHROMATE OXIDATION - MODIFICATIONS ENHANCING ITS SYNTHETIC UTILITY [J].
CZERNECKI, S ;
GEORGOULIS, C ;
STEVENS, CL ;
VIJAYAKUMARAN, K .
TETRAHEDRON LETTERS, 1985, 26 (14) :1699-1702
[7]  
DAMODARAN NP, 1971, J AM CHEM SOC, V93, P3812
[8]   AN IMPROVED SYNTHESIS OF 3'-KETO-5'-O-TRITYLTHYMIDINE [J].
FROEHLICH, ML ;
SWARTLING, DJ ;
LIND, RE ;
MOTT, AW ;
BERGSTROM, DE .
NUCLEOSIDES & NUCLEOTIDES, 1989, 8 (08) :1529-1535
[9]   SYNTHESIS AND ENZYMATIC-ACTIVITY OF 1,2,4-TRIAZOLE-3-CARBOXAMIDE 6'-DEOXYHOMORIBONUCLEOSIDE-6'-PHOSPHONIC ACID AND RELATED COMPOUNDS [J].
FUERTES, M ;
WITKOWSK.JT ;
STREETER, DG ;
ROBINS, RK .
JOURNAL OF MEDICINAL CHEMISTRY, 1974, 17 (06) :642-645
[10]   NUCLEIC-ACID RELATED-COMPOUNDS .43. A CONVENIENT PROCEDURE FOR THE SYNTHESIS OF 2' AND 3'-KETONUCLEOSIDES [J].
HANSSKE, F ;
ROBINS, MJ .
TETRAHEDRON LETTERS, 1983, 24 (15) :1589-1592