The enantioselective total synthesis of the antitumor macrolide natural product rhizoxin D

被引：27
|
作者：
Lafontaine, JA [1 ]
Provencal, DP [1 ]
Gardelli, C [1 ]
Leahy, JW [1 ]
机构：
[1] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
来源：
TETRAHEDRON LETTERS | 1999年 / 40卷 / 22期
基金：
美国国家科学基金会;
关键词：
D O I：
10.1016/S0040-4039(99)00731-5
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A convergent, enantioselective total synthesis of rhizoxin D (didesepoxy-rhizoxin), a potent antitumor natural product, was achieved via three critical olefinations, including a Horner-Emmons macrocyclization. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：4145 / 4148
页数：4
相关论文
共 50 条
  • [11] SYNTHETIC STUDY ON AN ANTITUMOR MACROLIDE RHIZOXIN
    NAKADA, M
    KOBAYASHI, S
    OHNO, M
    IWASAKI, N
    OKUDA, S
    JOURNAL OF PHARMACEUTICAL SCIENCES, 1987, 76 (11) : S206 - S206
  • [12] Total synthesis of Rhizoxin D
    Williams, DR
    Werner, KM
    Feng, B
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1996, 211 : 442 - ORGN
  • [13] Total synthesis of rhizoxin D
    Williams, DR
    Werner, KM
    Feng, BN
    TETRAHEDRON LETTERS, 1997, 38 (39) : 6825 - 6828
  • [14] Total Synthesis of Rhizoxin D
    Williams, D. R.
    Werner, K. M.
    Feng, B.
    Tetrahedron Letters, 38 (39):
  • [15] Total synthesis of rhizoxin D
    N'Zoutani, MA
    Lensen, N
    Pancrazi, A
    Ardisson, J
    SYNLETT, 2005, (03) : 491 - 495
  • [16] Enantioselective synthesis of (-)-Bifurcadiol: a natural antitumor marine product
    Di Guardia, S
    Valls, R
    Mesguiche, V
    Brunel, JM
    Culioli, G
    TETRAHEDRON LETTERS, 1999, 40 (48) : 8359 - 8360
  • [17] Asymmetric total synthesis of rhizoxin D
    Keck, Gary E.
    Wager, Carrie A.
    Wager, Travis T.
    Savin, Kenneth A.
    Covel, Jonathan A.
    McLaws, Mark D.
    Krishnamurthy, Dhileep
    Cee, Victor J.
    2001, Wiley-VCH Verlag (40):
  • [18] Asymmetric total synthesis of rhizoxin D
    Keck, GE
    Wager, CA
    Wager, TT
    Savin, KA
    Covel, JA
    McLaws, MD
    Krishnamurthy, D
    Cee, VJ
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2001, 40 (01) : 231 - 234
  • [19] Enantioselective total synthesis of macrolide (+)-neopeltolide
    Ghosh, Arun K.
    Shurrush, Khriesto A.
    Dawson, Zachary L.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2013, 11 (44) : 7768 - 7777
  • [20] Total Synthesis of a Marine Macrolide Natural Product, Iriomoteolide-2a: The Fundamental Role of Total Synthesis in Natural Product Chemistry
    Sakamoto, Keita
    Fuwa, Haruhiko
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2019, 77 (08) : 831 - 840
12345