THE ENANTIOCONTROLLED TOTAL SYNTHESIS OF NATURAL (-)-GONIOMITINE

被引:64
|
作者
TAKANO, S
SATO, T
INOMATA, K
OGASAWARA, K
机构
关键词
D O I
10.1039/c39910000462
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first enantiocontrolled total synthesis of (-)-goniomitine, a new structural type of indole alkaloid of the Aspidosperma family isolated from the root bark of Gonioma malagasy, has been completed starting from a chiral cyclopentadienone synthon and establishes the absolute stereochemistry as 20R, 21S.
引用
收藏
页码:462 / 464
页数:3
相关论文
共 50 条
  • [31] Catalytic Selective Cyclizations of Aminocyclopropanes: Formal Synthesis of Aspidospermidine and Total Synthesis of Goniomitine (vol 49, pg 5767, 2010)
    De Simone, F.
    Gertsch, J.
    Waser, J.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (18)
  • [32] Versatile enantiocontrolled synthesis of (+)-flostriecin
    Esumi, T
    Okamoto, N
    Hatakeyama, S
    CHEMICAL COMMUNICATIONS, 2002, (24) : 3042 - 3043
  • [33] [2 + 3] AND [3 + 4] ANNULATION OF ENONES - ENANTIOCONTROLLED TOTAL SYNTHESIS OF (-)-RETIGERANIC ACID
    HUDLICKY, T
    FLEMING, A
    RADESCA, L
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (17) : 6691 - 6707
  • [34] Enantioselective total synthesis of Β-elemene and fuscol based on enantiocontrolled Ireland-claisen rearrangement
    Corey, E.J.
    Roberts, B.E.
    Dixon, B.R.
    Journal of the American Chemical Society, 1995, 117 (01)
  • [35] Enantiocontrolled Total Syntheses of Breviones A, B, and C
    Yokoe, Hiromasa
    Mitsuhashi, Chika
    Matsuoka, Yoko
    Yoshimura, Tomoyuki
    Yoshida, Masahiro
    Shishido, Kozo
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (23) : 8854 - 8857
  • [36] Enantiocontrolled synthesis of (+)-curcuquinone and (-)-curcuhydroquinone
    Yoshimura, T
    Kisyuku, H
    Kamei, T
    Takabatake, K
    Shindo, M
    Shishido, K
    ARKIVOC, 2003, : 247 - 255
  • [37] Rhodium(III)-Catalyzed Intramolecular Redox-Neutral Annulation of Tethered Alkynes: Formal Total Synthesis of (±)-Goniomitine
    Zhou, Bing
    Du, Juanjuan
    Yang, Yaxi
    Li, Yuanchao
    CHEMISTRY-A EUROPEAN JOURNAL, 2014, 20 (40) : 12768 - 12772
  • [38] Toward a total synthesis of okilactomycin. 1. A direct, enantiocontrolled route to the western sector
    Paquette, LA
    Boulet, SL
    SYNTHESIS-STUTTGART, 2002, (07): : 888 - 894
  • [39] An enantiocontrolled synthesis of a key intermediate to (+)-lactacystin
    Kang, SH
    Jun, HS
    CHEMICAL COMMUNICATIONS, 1998, (18) : 1929 - 1930
  • [40] An enantiocontrolled synthesis of pyrrolizidines, (-)-platynecine and (-)-hadinecine
    Kang, SH
    Kim, GT
    Yoo, YS
    TETRAHEDRON LETTERS, 1997, 38 (04) : 603 - 606