Total Syntheses of Diospongins A and B

被引：27
作者：
Wang, Hua [1 ]
Shuhler, Brian J. [1 ]
Xian, Ming [1 ]
机构：
[1] Washington State Univ, Dept Chem, Pullman, WA 99164 USA
来源：
SYNLETT | 2008年 / 17期
关键词：
total synthesis; rearrangement; silicon; epoxide; diospongin;
D O I：
10.1055/s-0028-1083518
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The total syntheses of diospongins A and B employing 2,6-disubstituted dihydropyranones as key intermediates are described.
引用
收藏
页码：2651 / 2654
页数：4
相关论文
共 18 条
  • [1] Chirality and fragrance chemistry: Stereoisomers of the commercial chiral odorants Muguesia and Pamplefleur
    Abate, A
    Brenna, E
    Fuganti, C
    Gatti, FG
    Giovenzana, T
    Malpezzi, L
    Serra, S
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (04) : 1281 - 1290
  • [2] Enzyme directed diastereoselectivity in chemical reductions: studies towards the preparation of all four isomers of 1-phenyl-1,3-butanediol
    Ahmad, K
    Koul, S
    Taneja, SC
    Singh, AP
    Kapoor, M
    ul-Hassan, R
    Verma, V
    Qazi, GN
    [J]. TETRAHEDRON-ASYMMETRY, 2004, 15 (11) : 1685 - 1692
  • [3] Synthesis of diospongin A
    Bates, Roderick W.
    Song, Ping
    [J]. TETRAHEDRON, 2007, 63 (21) : 4497 - 4499
  • [4] A short and efficient synthesis of (-)-diospongin A
    Bressy, Cyril
    Allais, Florent
    Cossy, Janine
    [J]. SYNLETT, 2006, (20) : 3455 - 3456
  • [5] DIRECTED HOMOGENEOUS HYDROGENATION
    BROWN, JM
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1987, 26 (03): : 190 - 203
  • [6] DENOOY AEJ, 1996, SYNTHESIS-STUTTGART, P1152
  • [7] RHODIUM(I)-CATALYZED HYDROGENATION OF OLEFINS - THE DOCUMENTATION OF HYDROXYL-DIRECTED STEREOCHEMICAL CONTROL IN CYCLIC AND ACYCLIC SYSTEMS
    EVANS, DA
    MORRISSEY, MM
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (13) : 3866 - 3868
  • [8] FISHER MR, 1994, ANGEW CHEM INT EDIT, V33, P217
  • [9] Total synthesis of (+/-)-diospongin A via Prins reaction
    Hiebel, Marie-Aude
    Pelotier, Beatrice
    Piva, Olivier
    [J]. TETRAHEDRON, 2007, 63 (33) : 7874 - 7878
  • [10] Stereoselective synthesis of (-)-diospongins A and B and their stereoisomers at C-5
    Kawai, Nobuyuki
    Hande, Sudhir Mahadeo
    Uenishi, Jun'ichi
    [J]. TETRAHEDRON, 2007, 63 (37) : 9049 - 9056
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