SYNTHESIS OF TETRACENOMYCINS

被引:17
作者
CAMERON, DW
DEBRUYN, PJ
机构
[1] School of Chemistry, The University of Melbourne, Parkville
关键词
D O I
10.1016/S0040-4039(00)61155-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Tetracenomycins D, A2, B1 and B2 (2)-(5) have been synthesised for the first time, by an efficient, regioselective sequence based on cycloaddition methodology; the ambiguity that existed for tetracenomycins B1 and B2 has thereby been resolved in favour of structures (4a) and (5b) respectively.
引用
收藏
页码:5593 / 5596
页数:4
相关论文
共 15 条
  • [1] OXIDATION PROCESSES IN THE BIOSYNTHESIS OF THE TETRACENOMYCIN AND ELLORAMYCIN ANTIBIOTICS
    ANDERSON, MG
    KHOO, CLY
    RICKARDS, RW
    [J]. JOURNAL OF ANTIBIOTICS, 1989, 42 (04) : 640 - 643
  • [2] SYNTHESIS OF THE NAPHTHACENEQUINONE SS-228R
    CAMERON, DW
    FEUTRILL, GI
    GIBSON, CL
    READ, RW
    [J]. TETRAHEDRON LETTERS, 1985, 26 (32) : 3887 - 3888
  • [3] USEFUL DIENE FOR DIELS-ALDER REACTION
    DANISHEFSKY, S
    KITAHARA, T
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (25) : 7807 - 7808
  • [4] ISOLATION OF TETRACENOMYCIN-C-NONPRODUCING STREPTOMYCES-GLAUCESCENS MUTANTS
    MOTAMEDI, H
    WENDTPIENKOWSKI, E
    HUTCHINSON, CR
    [J]. JOURNAL OF BACTERIOLOGY, 1986, 167 (02) : 575 - 580
  • [5] PETERS N, UNPUB
  • [6] METABOLIC PRODUCTS OF MICROORGANISMS .249. TETRACENOMYCINS B3 AND D3, KEY INTERMEDIATES OF THE ELLORAMYCIN AND TETRACENOMYCIN-C BIOSYNTHESIS
    ROHR, J
    EICK, S
    ZEECK, A
    REUSCHENBACH, P
    ZAHNER, H
    FIEDLER, HP
    [J]. JOURNAL OF ANTIBIOTICS, 1988, 41 (08) : 1066 - 1073
  • [7] REACTIONS OF KETENE ACETALS .14. THE USE OF SIMPLE MIXED VINYLKETENE ACETALS IN THE ANNULATION OF QUINONES
    SAVARD, J
    BRASSARD, P
    [J]. TETRAHEDRON, 1984, 40 (18) : 3455 - 3464
  • [8] SIEBERS J, UNPUB
  • [9] SIEBERS J, 1979, THESIS U GOTTINGEN
  • [10] SILVERSTEIN RM, 1981, SPECTROMETRIC IDENTI, P27