Total synthesis of pyridovericin: Studies toward the biomimetic synthesis of pyridomacrolidin

被引:34
作者
Baldwin, JE
Adlington, RM
Conte, A
Irlapati, NR
Marquez, R
Pritchard, GJ
机构
[1] Univ Oxford, Dyson Perrins Lab, Oxford OX1 3QY, England
[2] Univ Loughborough, Dept Chem, Loughborough LE11 3TU, Leics, England
关键词
D O I
10.1021/ol0200504
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The total synthesis of the novel metabolite pyridovericin I is reported. The synthesis of this key intermediate in our proposed biomimetic synthesis of pyridomacrolidin 2 has been accomplished in good yield from readily available 2,4-dihydroxypyridine.
引用
收藏
页码:2125 / 2127
页数:3
相关论文
共 24 条
  • [1] STRUCTURES OF THE CEPHALOSPOROLIDES B-F, A GROUP OF C-10 LACTONES FROM CEPHALOSPORIUM-APHIDICOLA
    ACKLAND, MJ
    HANSON, JR
    HITCHCOCK, PB
    RATCLIFFE, AH
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1985, (04): : 843 - 847
  • [2] Highly efficient palladium-catalyzed boronic acid coupling reactions in water: Scope and limitations
    Badone, D
    Baroni, M
    Cardamone, R
    Ielmini, A
    Guzzi, U
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (21) : 7170 - 7173
  • [3] LITHIATION OF 4-METHOXY-2-PYRIDONES - SYNTHETIC ENTRY TO TENELLIN AND FUNICULOSIN, AND RELATED NATURAL 3,5-DISUBSTITUTED 4-OXY-2-PYRIDONES
    BUCK, J
    MADELEY, JP
    PATTENDEN, G
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1992, (01): : 67 - 73
  • [4] DENHERTOG HJ, 1945, RECL TRAV CHIM PAY B, V64, P85
  • [5] ElBasyouni SH, 1968, CAN J BOT, V46, P441, DOI [DOI 10.1139/B68-067, 10.1139/b68-067]
  • [6] Practical asymmetric synthesis of (S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione, a key intermediate for the synthesis of irinotecan and other camptothecin analogs
    Henegar, KE
    Ashford, SW
    Baughman, TA
    Sih, JC
    Gu, RL
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (19) : 6588 - 6597
  • [7] N-ALKENYL NITRONE DIPOLAR CYCLOADDITION ROUTES TO PIPERIDINES AND INDOLIZIDINES .5. PREPARATION OF A GEPHYROTOXIN PRECURSOR
    HOLMES, AB
    HUGHES, AB
    SMITH, AL
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1993, (05): : 633 - 643
  • [8] SYNTHESIS ON 1,4-DIAMINOCYCLITOL ANTIBIOTICS .3. SYNTHESIS OF 4-HYDROXYPURPUROSAMINE-B DERIVATIVES
    KANAI, K
    SAKAMOTO, I
    OGAWA, S
    SUAMI, T
    [J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1987, 60 (04) : 1529 - 1531
  • [9] LEETE E, 1975, TETRAHEDRON LETT, P4103
  • [10] TYROSINE KINASE INHIBITION - AN APPROACH TO DRUG DEVELOPMENT
    LEVITZKI, A
    GAZIT, A
    [J]. SCIENCE, 1995, 267 (5205) : 1782 - 1788