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
  • [31] Two Indole-Alkaloids from a Korean Marine Sponge Spongia sp.
    Yang, Inho
    Choi, Hyukjae
    Nam, Sang-Jip
    Kang, Heonjoong
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2015, 36 (08) : 2120 - 2123
  • [32] New metabolites from the sponge Spongia agaricina
    Rueda, A
    Zubía, E
    Ortega, MJ
    Carballo, JL
    Salvá, J
    JOURNAL OF NATURAL PRODUCTS, 1998, 61 (02): : 258 - 261
  • [33] Bacillus rugosus sp. nov. producer of a diketopiperazine antimicrobial, isolated from marine sponge Spongia officinalis L.
    Dhruba Bhattacharya
    Sergio de los Santos Villalobos
    Valeria Valenzuela Ruiz
    Joseph Selvin
    Joydeep Mukherjee
    Antonie van Leeuwenhoek, 2020, 113 : 1675 - 1687
  • [34] New furanoterpenoids from the sponge Spongia officinalis
    Garrido, L
    Zubia, E
    Ortega, MJ
    Salva, J
    JOURNAL OF NATURAL PRODUCTS, 1997, 60 (08): : 794 - 797
  • [35] PALOMININ, A NOVEL FURANOSESTERTERPENE FROM A CARIBBEAN SPONGE IRCINIA SP
    GARCIA, MO
    RODRIGUEZ, AD
    TETRAHEDRON, 1990, 46 (04) : 1119 - 1124
  • [36] OXYGENATED FURANOSESTERTERPENE TETRONIC ACIDS FROM A SPONGE OF THE GENUS IRCINIA
    BARROW, CJ
    BLUNT, JW
    MUNRO, MHG
    PERRY, NB
    JOURNAL OF NATURAL PRODUCTS, 1988, 51 (06): : 1294 - 1298
  • [37] Farnesoid X-activated receptor antagonists from a marine sponge Spongia sp.
    Nam, Sang-Jip
    Ko, Hyunsil
    Shin, Mihee
    Ham, Jungyeob
    Chin, Jungwook
    Kim, Youngshin
    Kim, Heeyoung
    Shin, Kyoungjin
    Choi, Hyukjae
    Kang, Heonjoong
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2006, 16 (20) : 5398 - 5402
  • [38] The first stereoselective synthesis of orostanal isolated from a marine sponge Stelletta hiwasaensis
    Liu, B
    Zhou, WS
    TETRAHEDRON, 2003, 59 (18) : 3379 - 3384
  • [39] Sponging up metals: Bacteria associated with the marine sponge Spongia officinalis
    Bauvais, Clea
    Zirah, Severine
    Piette, Laurie
    Chaspoul, Florence
    Domart-Coulon, Isabelle
    Chapon, Virginie
    Gallice, Philippe
    Rebuffat, Sylvie
    Perez, Thierry
    Bourguet-Kondracki, Marie-Lise
    MARINE ENVIRONMENTAL RESEARCH, 2015, 104 : 20 - 30