Stereoselective total synthesis of (+)-pinellic acid from L-(+)-tartaric acid

被引：26
|
作者：
Prasad, Kavirayani R. [1 ]
Swain, Bandita [1 ]
机构：
[1] Indian Inst Sci, Dept Organ Chem, Bangalore 560012, Karnataka, India
来源：
TETRAHEDRON-ASYMMETRY | 2008年 / 19卷 / 09期
关键词：
D O I：
10.1016/j.tetasy.2008.04.015
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The stereoselective total synthesis of (+)-pinellic acid, a natural product used in the treatment of influenza, was accomplished from L-(+)-tartaric acid. A key feature of the synthesis includes the elaboration of a gamma-hydroxybutyramide derived from L-(+)-tartaric acid. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1134 / 1138
页数：5
相关论文
共 50 条
  • [41] Synthesis of dioxolanylclavam from tartaric acid
    Neub, O
    Furman, B
    Kaluza, Z
    Chmielewski, M
    HETEROCYCLES, 1997, 45 (02) : 265 - 270
  • [42] A Stereoselective Synthesis of (+)-Piscidic Acid and Cimicifugic Acid L
    Miranda, Vanessa
    Maycock, Christopher D.
    Ventura, M. Rita
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 2015 (34) : 7529 - 7533
  • [43] SYNTHESIS OF (+)-MALYNGOLIDE FROM (+)-TARTARIC ACID
    TOKUNAGA, Y
    NAGANO, H
    SHIOTA, M
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1986, (04): : 581 - 584
  • [44] Total Synthesis of L-Biopterin from L-Tartaric Acid via 5-Deoxy-L-arabinose
    Fernandez, A.-M.
    Duhamel, L.
    Journal of Organic Chemistry, 61 (24):
  • [45] SYNTHESIS OF L(+)TARTARIC ACID FROM 5-KETO-D-GLUCONIC ACID IN PELARGONIUM
    SAITO, K
    MORITA, S
    KASAI, Z
    PLANT AND CELL PHYSIOLOGY, 1984, 25 (07) : 1223 - 1232
  • [46] EFFICIENT ASYMMETRIC-SYNTHESIS OF CIS-4-FORMYL BETA-LACTAMS FROM L-(+)-TARTARIC ACID
    JAYARAMAN, M
    DESHMUKH, ARAS
    BHAWAL, BM
    JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (04): : 932 - 934
  • [47] The synthesis of tartaric acid
    Newman, ACC
    Riley, HL
    JOURNAL OF THE CHEMICAL SOCIETY, 1933, : 45 - 46
  • [48] Stereoselective Synthesis of C1-C18 Region of Palmerolide A from Tartaric Acid
    Prasad, Kavirayani R.
    Pawar, Amit B.
    SYNLETT, 2010, (07) : 1093 - 1095
  • [49] The Double and Triple Role of L-(+)-tartaric Acid and Dimethyl Urea: A Prevailing Green Approach in Organic Synthesis
    Ali, Rashid
    Chinnam, Ajay Kumar
    Aswar, Vikas R.
    CURRENT ORGANIC CHEMISTRY, 2021, 25 (05) : 554 - 579
  • [50] TOTAL SYNTHESIS OF (+)-ASPERLIN STARTING WITH (S,S)-TARTARIC ACID
    MASAKI, Y
    IMAEDA, T
    ODA, H
    ITOH, A
    SHIRO, M
    CHEMISTRY LETTERS, 1992, (07) : 1209 - 1212
12345