STRAIGHTFORWARD C-8 ALKYLATION OF ADENOSINE-ANALOGS WITH TETRAALKYLTIN REAGENTS

被引：32

作者：

MAMOS, P ^{[1
]}

VANAERSCHOT, AA ^{[1
]}

WEYNS, NJ ^{[1
]}

HERDEWIJN, PA ^{[1
]}

机构：

[1] REGA INST, PHARMACEUT CHEM LAB, MINDERBROEDERSSTR 10, B-3000 LOUVAIN, BELGIUM

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 17期

关键词：

D O I：

10.1016/S0040-4039(00)74226-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A one step synthesis of the 8-methyl-, 8-ethyl -and 8-vinyl derivatives of adenosine, 2'-deoxyadenosine and 2',3'-deoxyadenosine starting from the readily available 8-bromo congeners is described. This reaction makes use of a transient silylation procedure and a Pd(0) catalysed cross-coupling with tetraorganotin reagents.

引用

页码：2413 / 2416

页数：4

共 22 条

[1]

COHEN JS, 1989, TOPICS MOL STRUCTURA, V12

[2]

DECLERCQ E, 1989, ANTIVIRAL DRUGS BASI, P47

[3]

DECLERCQ E, 1988, ADV DRUG RES, V17, P1

[4] SEQUENCE-SPECIFIC CLEAVAGE OF SINGLE-STRANDED-DNA - OLIGODEOXYNUCLEOTIDE-EDTA.FE(II) [J].

DREYER, GB ;

DERVAN, PB .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1985, 82 (04) :968-972

[5]

HAYAKAWA H, 1987, CHEM PHARM BULL, V35, P72

[6] SYNTHESIS OF THYMIDINE FROM 5-IODO-2'-DEOXYURIDINE [J].

HERDEWIJN, P ;

KERREMANS, L ;

WIGERINCK, P ;

VANDENDRIESSCHE, F ;

VANAERSCHOT, A .

TETRAHEDRON LETTERS, 1991, 32 (34) :4397-4400

[7] PALLADIUM-CATALYZED SYNTHESIS OF ALKYNYLAMINO NUCLEOSIDES - A UNIVERSAL LINKER FOR NUCLEIC-ACIDS [J].

HOBBS, FW .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (14) :3420-3422

[8] STUDIES OF NUCLEOSIDES AND NUCLEOTIDES .41. PURINE CYCLONUCLEOSIDES .8. SELECTIVE SULFONYLATION OF 8-BROMOADENOSINE DERIVATIVES AND AN ALTERNATE SYNTHESIS OF 8,2'-S-CYCLONUCLEOSIDES AND 8,3'-S-CYCLONUCLEOSIDES [J].

IKEHARA, M ;

KANEKO, M .

TETRAHEDRON, 1970, 26 (18) :4251-&

[9]

Jacobson K.A., 1990, COMPREHENSIVE MED CH, P601

[10]

KOYAMA S, 1982, NUCLEIC ACIDS S SERI, V11, P41

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