BASE-MODIFIED PYRIMIDINE NUCLEOSIDES - EFFICIENT ENTRY TO 6-DERIVATIZED URIDINES BY SN-PD TRANSMETALATION-COUPLING PROCESS

被引:40
作者
PALMISANO, G [1 ]
SANTAGOSTINO, M [1 ]
机构
[1] CNR,CTR STUDIO SOSTANZE ORGAN NAT,I-20133 MILAN,ITALY
关键词
D O I
10.1016/S0040-4020(01)86332-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The palladium-catalyzed reaction of 6-tributylstannyluridine derivative 5 with a variety of aryl, vinyl, alkynyl, and allyl halides provides an efficient method for the synthesis of the corresponding cross-coupled products. In all cases, an enhancement on the rate and isolated yields was attained by using Cul as co-catalyst.
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收藏
页码:2533 / 2542
页数:10
相关论文
共 37 条
[1]   SYNTHESIS OF O-BETA-D-GALACTOPYRANOSYL-(1-]4)-O-2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSYL-(1-]3)-D-MANNOSE, A POSTULATED TRISACCHARIDE OF HUMAN-ERYTHROCYTE MEMBRANE SIALOGLYCOPROTEIN [J].
ALAIS, J ;
VEYRIERES, A .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1981, (02) :377-381
[2]   CERIUM(IV)-MEDIATED HALOGENATION AT C-5 OF URACIL DERIVATIVES [J].
ASAKURA, J ;
ROBINS, MJ .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (16) :4928-4933
[4]  
BERGSTROM D, 1992, SYNLETT, P179
[5]  
Broder S, 1987, AIDS MODERN CONCEPTS
[6]  
DECLERCQ E, 1979, P NATL ACAD SCI USA, V76, P2947, DOI 10.1073/pnas.76.6.2947
[7]   NEW ACQUISITIONS IN THE DEVELOPMENT OF ANTI-HIV AGENTS [J].
DECLERCQ, E .
ANTIVIRAL RESEARCH, 1989, 12 (01) :1-19
[8]  
EDWARDS MP, 1986, TETRAHEDRON, V2, P3723
[9]   SYNTHESIS, STRUCTURE, AND REACTIVITY OF SOME (OMICRON-ALLENYL)PALLADIUM(II) AND (OMICRON-PROP-2-YNYL)PALLADIUM(II) COMPLEXES [J].
ELSEVIER, CJ ;
KLEIJN, H ;
BOERSMA, J ;
VERMEER, P .
ORGANOMETALLICS, 1986, 5 (04) :716-720
[10]   PALLADIUM CATALYSIS IN CEPHALOSPORIN CHEMISTRY - GENERAL METHODOLOGY FOR THE SYNTHESIS OF CEPHEM SIDE-CHAINS [J].
FARINA, V ;
BAKER, SR ;
BENIGNI, DA ;
HAUCK, SI ;
SAPINO, C .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (23) :5833-5847