Recent progress in the total synthesis of dolabellane and dolastane diterpenes

被引:28
|
作者
Hiersemann, M [1 ]
Helmboldt, H [1 ]
机构
[1] Tech Univ Dresden, Inst Organ Chem, D-01062 Dresden, Germany
关键词
diterpene; total synthesis; natural product; dolabellane; dolastane; guanacastepene;
D O I
10.1007/b96882
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The isolation, structure and total synthesis of members of four classes of diterpenes has been summarized. Dolabellanes, neodolabellanes, dolastanes and neodolastanes are structurally related bi- or tricyclic diterpenes. Dolabellanes belong to a continuously growing class of diterpenes being isolated from marine and terrestrial sources. The published work on isolation and synthesis since 1998 has been summarized. Neodolabellanes represent a scarce class of diterpenes that have been isolated exclusively from marine sources. 5-7-6-tricyclic diterpenes classified as dolastanes have been isolated mainly from marine sources. The intense research devoted to the total synthesis of these diterpenes between 1986 and 1993 has been reviewed. Guanacastepenes have been isolated from fungi. These diterpenes are classified as neodolastanes and recently completed syntheses as well as synthetic approaches have been summarized.
引用
收藏
页码:73 / 136
页数:64
相关论文
共 50 条
  • [21] TOTAL SYNTHESIS OF SPATANE DITERPENES
    SACHINVALA, ND
    SALOMON, RG
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1984, 188 (AUG): : 48 - ORGN
  • [22] The Total Synthesis of Isodon Diterpenes
    Lazarski, Kiel E.
    Moritz, Benjamin J.
    Thomson, Regan J.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (40) : 10588 - 10599
  • [23] Recent progress toward synthesis of chlorosulfolipids: total synthesis and methodology
    Umezawa, Taiki
    Matsuda, Fuyuhiko
    TETRAHEDRON LETTERS, 2014, 55 (19) : 3003 - 3012
  • [24] Recent progress on the total synthesis of natural products in China
    Wu, Qingquan
    Ma, Dawei
    NATURAL PRODUCT REPORTS, 2006, 23 (05) : 772 - 788
  • [25] RECENT PROGRESS IN THE TOTAL SYNTHESIS OF NATURAL-PRODUCTS
    SHIBASAKI, M
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 1979, 37 (09) : 771 - 784
  • [26] Recent progress on the total synthesis of acetogenins from Annonaceae
    Li, Nianguang
    Shi, Zhihao
    Tang, Yuping
    Chen, Jianwei
    Li, Xiang
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2008, 4
  • [27] Recent progress in total synthesis of natural products.
    Heathcock, CH
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1997, 213 : 230 - ORGN
  • [28] Recent progress towards the total synthesis of artocarpol A and D
    Paduraru, MP
    Wilson, PD
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 229 : U519 - U519
  • [29] Total synthesis of the dolabellane marine diterpenoids, claenone, palominol and dolabellatrienone
    Miyaoka, H
    Isaji, Y
    Mitome, H
    Yamada, Y
    TETRAHEDRON, 2003, 59 (01) : 61 - 75
  • [30] STEREOCHEMISTRY AND CONFORMATION OF DOLABELLANE DITERPENES - AN NMR AND MOLECULAR MECHANICS STUDY
    PIATTELLI, M
    TRINGALI, C
    NERI, P
    ROCCO, C
    JOURNAL OF NATURAL PRODUCTS-LLOYDIA, 1995, 58 (05): : 697 - 704