REGIOSELECTIVE ADDITION OF GRIGNARD-REAGENTS TO A 2-OXOPURINIUM SALT

被引：12
作者：
ANDRESEN, G
GUNDERSEN, LL
LUNDMARK, M
RISE, F
SUNDELL, S
机构：
[1] OSLO COLL,DEPT HLTH,PROGRAM PHARM,N-0167 OSLO,NORWAY
[2] UNIV OSLO,DEPT CHEM,N-0315 OSLO,NORWAY
[3] GOTHENBURG UNIV,DEPT MED BIOCHEM,S-41390 GOTHENBURG,SWEDEN
来源：
TETRAHEDRON | 1995年 / 51卷 / 12期
关键词：
D O I：
10.1016/0040-4020(95)00080-R
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Treatment of 6-ethoxy-1,3,6,7-tetrahydro-1,3,7-tribanzyl-2H-purin-2-one with trimethyl-chlorosilane gave a stable tribenzylated 2-oxopurinium salt, which selectively added Grignard reagents in the 6-position. The structure of the adducts were established from long range HETCOR NMR experiments.
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页码：3655 / 3664
页数：10
相关论文
共 40 条
[1]   PURINE STUDIES .1. STABILITY TO ACID AND ALKALI - SOLUBILITY - IONIZATION - COMPARISON WITH PTERIDINES [J].
ALBERT, A ;
BROWN, DJ .
JOURNAL OF THE CHEMICAL SOCIETY, 1954, (JUN) :2060-2071
[2]   PURINE STUDIES .20. METHYLATION AND REDUCTION OF 2,8-DIOXOPURINES, 2,8-DIAMINOPURINES, AND 2-AMINO-8-OXO-PURINES, AND STEREOCHEMISTRY OF THEIR 1,4,5,6-TETRAHYDRO-DERIVATIVES [J].
ARMAREGO, WLF ;
REECE, PA .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1976, (13) :1414-1424
[3]  
BAILLIE TB, 1899, BER DTSCH CHEM GES, V32, P68
[4]   ALKALINE-HYDROLYSIS OF CATIONIC DIMETHYLTHIOPURINES AND TRIMETHYLTHIOPURINES [J].
BERGMANN, F ;
RAHAT, M ;
REICHMAN, U ;
TAMIR, I .
JOURNAL OF ORGANIC CHEMISTRY, 1975, 40 (18) :2652-2656
[5]  
Boulton A.J., 1984, COMPREHENSIVE HETERO, V2, P29
[6]  
Brown DJ, 1984, COMPREHENSIVE HETERO, V3, P57
[7]   NUCLEOPHILIC-SUBSTITUTION OF HYDROGEN IN AZINES [J].
CHUPAKHIN, ON ;
CHARUSHIN, VN ;
VANDERPLAS, HC .
TETRAHEDRON, 1988, 44 (01) :1-34
[8]  
COLVIN EW, 1985, SILICON ORGANIC SYNT, pCH18
[9]   Concerning the chemical reduction of caffeine and theobromine to desoxy substances. [J].
Fichter, F ;
Kern, W .
HELVETICA CHIMICA ACTA, 1926, 9 :380-383
[10]   NRCVAX - AN INTERACTIVE PROGRAM SYSTEM FOR STRUCTURE-ANALYSIS [J].
GABE, EJ ;
LEPAGE, Y ;
CHARLAND, JP ;
LEE, FL ;
WHITE, PS .
JOURNAL OF APPLIED CRYSTALLOGRAPHY, 1989, 22 :384-387
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