Studies directed toward the total synthesis of scytophycin C: Synthesis of the C(1)-C(18) fragment of scytophycin C

被引:21
作者
Grieco, PA [1 ]
Speake, JD
机构
[1] Montana State Univ, Dept Chem & Biochem, Bozeman, MT 59717 USA
[2] Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
关键词
D O I
10.1016/S0040-4039(97)10852-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of the C(1) to C(18) fragment of Scytophycin C is described which features a highly stereoselective carbon Ferrier-type reaction in 3.0 M lithium perchlorate/ethyl acetate. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1275 / 1278
页数:4
相关论文
共 16 条
  • [1] NEW METHOD FOR DEOXYGENATION OF SECONDARY ALCOHOLS
    BARTON, DHR
    MCCOMBIE, SW
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1975, (16): : 1574 - 1585
  • [2] STEREOSELECTIVE SYNTHESIS OF ALPHA-SINENSAL
    BUCHI, G
    WUEST, H
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (24) : 7573 - 7574
  • [3] COOK AF, 1966, CHEM IND-LONDON, P1141
  • [4] MILD ALCOHOL METHYLATION PROCEDURES FOR THE SYNTHESIS OF POLYOXYGENATED NATURAL-PRODUCTS - APPLICATIONS TO THE SYNTHESIS OF LONOMYCIN-A
    EVANS, DA
    RATZ, AM
    HUFF, BE
    SHEPPARD, GS
    [J]. TETRAHEDRON LETTERS, 1994, 35 (39) : 7171 - 7172
  • [5] Grieco P. A., 1991, ALDRICHIM ACTA, V24, P59
  • [6] SCYTOPHYCINS, CYTOTOXIC AND ANTIMYCOTIC AGENTS FROM THE CYANOPHYTE SCYTONEMA-PSEUDOHOFMANNI
    ISHIBASHI, M
    MOORE, RE
    PATTERSON, GML
    XU, CF
    CLARDY, J
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (26) : 5300 - 5306
  • [7] TOXINS FROM CYANOPHYTES BELONGING TO THE SCYTONEMATACEAE
    MOORE, RE
    PATTERSON, GML
    MYNDERSE, JS
    BARCHI, J
    NORTON, TR
    FURUSAWA, E
    FURUSAWA, S
    [J]. PURE AND APPLIED CHEMISTRY, 1986, 58 (02) : 263 - 271
  • [8] Total synthesis of swinholide A
    Nicolaou, KC
    Ajito, K
    Patron, AP
    Khatuya, H
    Richter, PK
    Bertinato, P
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (12) : 3059 - 3060
  • [9] TOTAL SYNTHESIS OF SWINHOLIDE-A AND HEMISWINHOLIDE-A
    PATERSON, I
    YEUNG, KS
    WARD, RA
    CUMMING, JG
    SMITH, JD
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (20) : 9391 - 9392
  • [10] THE TOTAL SYNTHESIS OF SWINHOLIDE-A .4. SYNTHESIS OF SWINHOLIDE-A AND ISOSWINHOLIDE-A FROM THE PROTECTED MONOMERIC SECO ACID, PRE-SWINHOLIDE-A
    PATERSON, I
    YEUNG, KS
    WARD, RA
    SMITH, JD
    CUMMING, JG
    LAMBOLEY, S
    [J]. TETRAHEDRON, 1995, 51 (34) : 9467 - 9486