Enantioselective total synthesis of δ-lactonic marine natural products, (+)-tanikolide and (-)-malyngolide, via RCM reaction

被引：52
作者：
Mizutani, H [1 ]
Watanabe, M [1 ]
Honda, T [1 ]
机构：
[1] Hoshi Univ, Fac Pharmaceut Sci, Shinagawa Ku, Tokyo 1428501, Japan
来源：
TETRAHEDRON | 2002年 / 58卷 / 44期
关键词：
ring-closing metathesis; (+)-tanikolide; (-)-malyngolide; marine natural product; lactonic compound;
D O I：
10.1016/S0040-4020(02)01160-2
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Enantioselective total synthesis of delta-lactonic marine natural products, (+)-tanikolide and (-)-malyngolide isolated from Lyngbya majuscula, was achieved by using the Sharpless asymmetric epoxidation and a ring-closing metathesis, as key reactions. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：8929 / 8936
页数：8
相关论文
共 28 条
  • [11] AN ENANTIOCONTROLLED SYNTHESIS OF (-)-MALYNGOLIDE
    HONDA, T
    IMAI, M
    KEINO, K
    TSUBUKI, M
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (10): : 2677 - 2680
  • [12] Hoveyda AH, 2001, CHEM-EUR J, V7, P945, DOI 10.1002/1521-3765(20010302)7:5<945::AID-CHEM945>3.0.CO
  • [13] 2-3
  • [14] Kanada RM, 2000, SYNLETT, P1019
  • [15] Kinast G., 1976, ANGEW CHEM, V88, P261
  • [16] A recyclable Ru-based metathesis catalyst
    Kingsbury, JS
    Harrity, JPA
    Bonitatebus, PJ
    Hoveyda, AH
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (04) : 791 - 799
  • [17] LANTHANIDES IN ORGANIC-CHEMISTRY .1. SELECTIVE 1,2 REDUCTIONS OF CONJUGATED KETONES
    LUCHE, JL
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (07) : 2226 - 2227
  • [18] ROSSITER BE, 1985, ASYMMETRIC SYNTHESIS, V5, P194
  • [19] SCHOLL M, 1995, J ORGANOMET CHEM, V497, P195
  • [20] SCHREIBER SL, 1971, ANGEW CHEM INT EDIT, V10, P5454
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