SELENIUM-CONTROLLED STEREOSELECTIVE SYNTHESIS OF 2'-DEOXYNUCLEOSIDES FROM GLYCALS - A FORMAL SYNTHESIS OF AZT

被引:34
作者
ELLAGHDACH, A
DIAZ, Y
CASTILLON, S
机构
[1] Departament de Química. Universitat Rovira i Virgili, 43005 Tarragona
关键词
2'-DEOXYNUCLEOSIDES; STEREOSELECTIVE GLYCOSYLATION; GLYCALS;
D O I
10.1016/S0040-4039(00)73571-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2'-Deoxynucleosides have been stereoselectively synthesized starting from glycals, using phenylselenenyl reagents.
引用
收藏
页码:2821 / 2822
页数:2
相关论文
共 15 条
  • [1] A HIGHLY STEREOSELECTIVE SYNTHESIS OF ANTI-HIV 2',3'-DIDEOXYNUCLEOSIDES AND 2',3'-DIDEHYDRO-2',3'-DIDEOXYNUCLEOSIDES
    BEACH, JW
    KIM, HO
    JEONG, LS
    NAMPALLI, S
    ISLAM, Q
    AHN, SK
    BABU, JR
    CHU, CK
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (14) : 3887 - 3894
  • [2] Broder S, 1987, AIDS MODERN CONCEPTS
  • [3] DeClercq E., 1990, DESIGN ANTIAIDS DRUG
  • [4] 1ST CHEMICAL SYNTHESIS OF DEUTERATED 3'-AZIDO-3'-DEOXYTHYMIDINE (AZT)
    GURJAR, MK
    LALITHA, SVS
    SHARMA, PA
    RAO, AVR
    [J]. TETRAHEDRON LETTERS, 1992, 33 (51) : 7945 - 7948
  • [5] HARAGUCHI K, 1991, J ORG CHEM, V56, P540
  • [6] 3'-SUBSTITUTED 2',3'-DIDEOXYNUCLEOSIDE ANALOGS AS POTENTIAL ANTI-HIV (HTLV-III/LAV) AGENTS
    HERDEWIJN, P
    BALZARINI, J
    DECLERCQ, E
    PAUWELS, R
    BABA, M
    BRODER, S
    VANDERHAEGHE, H
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1987, 30 (08) : 1270 - 1278
  • [7] NUCLEOSIDES .5. MONOMESYLATES OF 1-(2]-DEOXY-BETA-D-LYXOFURANOSYL)THYMINE
    HORWITZ, JP
    CHUA, J
    NOEL, M
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1964, 29 (07) : 2076 - &
  • [8] ENOLATE CLAISEN REARRANGEMENT OF ESTERS FROM FURANOID AND PYRANOID GLYCALS
    IRELAND, RE
    THAISRIVONGS, S
    VANIER, N
    WILCOX, CS
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (01) : 48 - 61
  • [9] STEREOSELECTIVITY IN THE COUPLING REACTION BETWEEN 2-PHENYLTHIO-2,3-DIDEOXYRIBOSE AND SILYLATED PYRIMIDINE-BASES
    KAWAKAMI, H
    EBATA, T
    KOSEKI, K
    MATSUSHITA, H
    NAOI, Y
    ITOH, K
    [J]. CHEMISTRY LETTERS, 1990, (08) : 1459 - 1462
  • [10] KIM CU, 1992, TETRAHEDRON LETT, V33, P5733