SYNTHESIS AND ASSIGNMENT OF THE RELATIVE STEREOCHEMISTRY OF A PUTATIVE BIOSYNTHETIC PRECURSOR OF TABTOXININE BETA-LACTAM

被引:16
作者
BALDWIN, JE [1 ]
FIELDHOUSE, R [1 ]
RUSSELL, AT [1 ]
机构
[1] OXFORD CTR MOLEC SCI,OXFORD OX1 3QY,ENGLAND
关键词
D O I
10.1016/S0040-4039(00)73942-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis and assignment of the relative stereochemistry of a recently isolated amino acid is reported. This synthesis utilises the S(H)2' coupling of an allylic stannane to a protected beta-iodoalanine.
引用
收藏
页码:5491 / 5494
页数:4
相关论文
共 22 条
  • [1] SYNTHETIC STUDIES ON TABTOXIN - SYNTHESIS OF A NATURALLY-OCCURRING INHIBITOR OF GLUTAMINE-SYNTHETASE, TABTOXININE-BETA-LACTAM, AND ANALOGS
    BALDWIN, JE
    OTSUKA, M
    WALLACE, PM
    [J]. TETRAHEDRON, 1986, 42 (12) : 3097 - 3110
  • [2] STEREOSPECIFIC SYNTHESIS OF TABTOXIN
    BALDWIN, JE
    BAILEY, PD
    GALLACHER, G
    SINGLETON, KA
    WALLACE, PM
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1983, (19) : 1049 - 1050
  • [3] RADICAL REACTIONS IN SYNTHESIS - CARBON CARBON BOND FORMATION FROM 2-SUBSTITUTED ALLYL TRIALKYL STANNANES
    BALDWIN, JE
    ADLINGTON, RM
    BIRCH, DJ
    CRAWFORD, JA
    SWEENEY, JB
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (17) : 1339 - 1340
  • [4] BALDWIN JE, 1984, TETRAHEDRON, V40, P3695, DOI 10.1016/S0040-4020(01)88799-8
  • [5] BALDWIN JE, UNPUB
  • [6] BASAK A, 1985, THESIS OXFORD, P138
  • [7] BASAK A, 1985, THESIS OXFORD, P24
  • [8] ENANTIOSPECIFIC SYNTHESIS OF (-)-TABTOXININE BETA-LACTAM
    DOLLE, RE
    LI, CS
    NOVELLI, R
    KRUSE, LI
    EGGLESTON, D
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (01) : 128 - 132
  • [9] A TABTOXININE-RELATED METABOLITE FROM PSEUDOMONAS-SYRINGAE PV TABACI
    FEISTNER, GJ
    UCHYTIL, TF
    KNOCHE, KK
    DURBIN, RD
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (08) : 2922 - 2925
  • [10] THE CRYSTAL-STRUCTURE OF TRIPHENYLALLYLTIN
    GANIS, P
    FURLANI, D
    MARTON, D
    TAGLIAVINI, G
    VALLE, G
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1985, 293 (02) : 207 - 212