The first total synthesis of (±)-laurokamurene B

被引:21
|
作者
Srikrishna, A. [1 ]
Khan, A. [1 ]
Babu, R. Ramesh [1 ]
Sajjanshetty, A. [1 ]
机构
[1] Indian Inst Sci, Dept Organ Chem, Bangalore 560012, Karnataka, India
关键词
D O I
10.1016/j.tet.2007.10.021
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first total synthesis of the rearranged aromatic sesquiterpene (+/-)-laurokamurene B, isolated from the Chinese red alga Laurencia okamurai Yamada, has been accomplished, confirming the structure of the natural product. A combination of Ireland-Claisen rearrangement and ring-closing metathesis was employed as key reactions. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:12616 / 12620
页数:5
相关论文
共 50 条
  • [1] A Concise Formal Total Synthesis of (±)-Laurokamurene B and (±)-β-Cuparenone
    Srivastava, Amit Kumar
    Ravikumar, Muttineni
    Babu, Reddigunta Ramesh
    CHEMISTRYSELECT, 2024, 9 (41):
  • [2] Enantioselective total synthesis and assignment of the absolute configuration of (+)-laurokamurene B
    Srikrishna, Adusumilli
    Beeralah, Balre
    Babu, R. Ramesh
    TETRAHEDRON-ASYMMETRY, 2008, 19 (05) : 624 - 627
  • [3] A One-Pot Preparation of Aryl- and Heteroarylcycloalkenes: Application to the Total Synthesis of (±)-Laurokamurene B
    Tallineau, Jean
    Bashiardes, Georges
    Coustard, Jean-Marie
    Lecornue, Frederic
    SYNLETT, 2009, (17) : 2761 - 2764
  • [4] A unified approach to sesquiterpenes sharing trimethyl(p-tolyl) cyclopentanes: Formal total synthesis of (±)-laurokamurene B
    Das, Mrinal K.
    Dinda, Bidyut K.
    Bisai, Vishnumaya
    TETRAHEDRON LETTERS, 2019, 60 (31) : 2039 - 2042
  • [5] The First Total Synthesis of Saurufuran B
    Yi Hua YANG
    ChineseChemicalLetters, 2006, (10) : 1287 - 1289
  • [6] First total synthesis of aerucyclamide B
    Pena, Stella
    Scarone, Laura
    Manta, Eduardo
    Serra, Gloria
    TETRAHEDRON LETTERS, 2013, 54 (22) : 2806 - 2808
  • [7] The first total synthesis of (+/-)-huperzine B
    Wu, BG
    Bai, DL
    JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (17): : 5978 - 5981
  • [8] First total synthesis of theopederin B
    Nishii, Yoshinori
    Higa, Tsuyoshi
    Takahashi, Shunya
    Nakata, Tadashi
    TETRAHEDRON LETTERS, 2009, 50 (26) : 3597 - 3601
  • [9] First total synthesis of crassostreaxanthin B
    Tode, C
    Yamano, Y
    Ito, M
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1999, (12): : 1625 - 1626
  • [10] The first total synthesis of sideroxylonal B
    Tatsuta, K
    Tamura, T
    Mase, T
    TETRAHEDRON LETTERS, 1999, 40 (10) : 1925 - 1928