Synthesis of (-)-idiadione, a furanosesterterpene isolated from a marine sponge Spongia idia

被引:10
|
作者
Noda, Y [1 ]
Hashimoto, H [1 ]
Norizuki, T [1 ]
机构
[1] Nihon Univ, Coll Engn, Dept Chem & Mat Engn, Koriyama, Fukushima 9638642, Japan
关键词
1,3-dithiane; optically active; enantioselective synthesis; Wittig reaction; (S)-(-)-citronellal;
D O I
10.3987/COM-01-9311
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
(-)-Idiadione (1), a furanosesterterpene isolated from a marine sponge Spongia idia, was synthesized, starting from (S)-(-)-citronellal (2). The absolute configuration of naturally occurring 1 is established as (S).
引用
收藏
页码:1839 / +
页数:4
相关论文
共 50 条
  • [21] COMETINS (A-C), NEW FURANOSESTERTERPENES FROM AN AUSTRALIAN MARINE SPONGE, SPONGIA SP
    URBAN, S
    CAPON, RJ
    AUSTRALIAN JOURNAL OF CHEMISTRY, 1992, 45 (08) : 1255 - 1263
  • [22] Ceylonins G-I: spongian diterpenes from the marine sponge Spongia ceylonensis
    El-Desoky, Ahmed H.
    Kato, Hikaru
    Tsukamoto, Sachiko
    JOURNAL OF NATURAL MEDICINES, 2017, 71 (04) : 765 - 769
  • [23] Synthesis of the indole alkaloid isolated from the marine sponge Halichondria melanodocia
    Gribble, Gordon W.
    Wright, Stephen W.
    TETRAHEDRON, 2025, 169
  • [24] Cytotoxicity of New Diterpene Alkaloids, Ceylonamides G-I, Isolated From Indonesian Marine Sponge of Spongia sp.
    Jomori, Takahiro
    Setiawan, Andi
    Sasaoka, Miho
    Arai, Masayoshi
    NATURAL PRODUCT COMMUNICATIONS, 2019, 14 (06)
  • [25] THE ABSOLUTE-CONFIGURATION OF KUROSPONGIN, A NEW FURANOTERPENE FROM A MARINE SPONGE, SPONGIA SP
    TANAKA, J
    HIGA, T
    TETRAHEDRON, 1988, 44 (10) : 2805 - 2810
  • [26] Three New Spongian Diterpenes from the Fijian Marine Sponge Spongia sp.
    Gross, Harald
    Wright, Anthony D.
    Reinscheid, Uwe
    Koenig, Gabriele M.
    NATURAL PRODUCT COMMUNICATIONS, 2009, 4 (03) : 315 - 322
  • [27] Cyclosmenospongine, a new sesquiterpenoid aminoquinone from an Australian marine sponge Spongia sp.
    Utkina, NK
    Denisenko, VA
    Scholokova, OV
    Virovaya, MV
    Prokof'eva, NG
    TETRAHEDRON LETTERS, 2003, 44 (01) : 101 - 102
  • [28] Draft Genome Sequence of Bacillus sp. Strain SPB7, Isolated from the Marine Sponge Spongia officinalis
    Bhattacharya, Dhruba
    de los Santos Villalobos, Sergio
    Valenzuela Ruiz, Valeria
    Selvin, Joseph
    Mukherjee, Joydeep
    MICROBIOLOGY RESOURCE ANNOUNCEMENTS, 2020, 9 (30):
  • [29] Spongian Diterpenes Including One with a Rearranged Skeleton from the Marine Sponge Spongia officinalis
    Chen, Qian
    Mao, Qiqi
    Bao, Miao
    Mou, Yongxiao
    Fang, Chengyan
    Zhao, Min
    Jiang, Wei
    Yu, Xia
    Wang, Chaojie
    Dai, Lishang
    He, Wenfei
    Dong, Jianyong
    Wu, Jianzhang
    Yan, Pengcheng
    JOURNAL OF NATURAL PRODUCTS, 2019, 82 (06): : 1714 - 1718
  • [30] Spongimides A and B, two new alkaloids from the marine sponge Spongia sp.
    Zhang, Yu-Feng
    Li, Dai-Chun
    Liao, Xiao-Jian
    Xu, Shi-Hai
    Zhao, Bing-Xin
    JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH, 2023, 25 (11) : 1044 - 1050