Stereo selective synthesis of C3-C12 fragment of iriomoteolide-1a

被引:1
|
作者
Sharma, Gangavaram V. M. [1 ]
Rajender, Karnekanti [1 ,2 ]
机构
[1] Indian Inst Chem Technol, CSIR, Organ & Biomol Chem Div, Hyderabad 500007, Andhra Prades, India
[2] Govt Polytech, Warangal 506007, Telangana State, India
关键词
Iriomoteolide-1a; Mannich reaction; Sharpless epoxidation; Keck allylation; Cross-metathesis; DINOFLAGELLATE AMPHIDINIUM-SP; OLEFIN METATHESIS; STEREOSELECTIVE-SYNTHESIS; MARINE; MACROLIDES; DINOPHYCEAE; ALLYLATION; ALDEHYDE;
D O I
10.1016/j.jscs.2016.01.008
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A convergent and flexible synthetic route for the synthesis of C3-C12 fragment of iriomoteolide-1a is described. The key steps are: Mannich reaction, Keck asymmetric allylation, Sharpless asymmetric epoxidation and cross-metathesis protocol. (C) 2016 King Saud University. Production and hosting by Elsevier B.V.
引用
收藏
页码:165 / 172
页数:8
相关论文
共 50 条
  • [21] Stereoselective synthesis of the C1-C12 fragment of the thuggacins
    Tang, Shoubin
    Xu, Zhengshuang
    Ye, Tao
    TETRAHEDRON-ASYMMETRY, 2009, 20 (17) : 2027 - 2032
  • [22] Synthesis of a Homologous Series of Trialkyl Arsines (C3-C12) and Applications of Arsenic Triiodide as a Synthetic Precursor
    Ligiero, Carolina B. P.
    Francisco, Marcos A. S.
    Gama, Michelle S.
    Carbonezi, Carlos A.
    Leocadio, Isabela C. L.
    Souza, Wladmir F. de
    Esteves, Pierre M.
    JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2021, 32 (04) : 912 - 916
  • [23] Stereochemically Versatile Synthesis of the C1-C12 Fragment of Tedanolide C
    Smith, Thomas E.
    Fink, Sarah J.
    Levine, Zebulon G.
    McClelland, Kerani A.
    Zackheim, Adrian A.
    Daub, Mary E.
    ORGANIC LETTERS, 2012, 14 (06) : 1452 - 1455
  • [24] Studies on the synthesis of bitungolides A-E: Synthesis of the C(1)-C(12) fragment
    Xu, Yanfen
    Huo, Xing
    Li, Xinyun
    Zheng, Huaiji
    She, Xuegong
    Pan, Xinfu
    SYNLETT, 2008, (11) : 1665 - 1668
  • [25] Synthesis of the C1-C12 fragment of amphidinolide T1
    Abbineni, Chandrasekhar
    Sasmal, Pradip K.
    Mukkanti, K.
    Iqbal, Javed
    TETRAHEDRON LETTERS, 2007, 48 (24) : 4259 - 4262
  • [26] Stereoselective synthesis of C1-C12 fragment of amphotericin B
    Rajesh, Akkapalli
    Sharma, Gangavaram V. M.
    Damera, Krishna
    TETRAHEDRON LETTERS, 2014, 55 (47) : 6474 - 6476
  • [27] Ignition of non-premixed C3-C12 n-alkane flames
    Liu, Ning
    Ji, Chunsheng
    Egolfopoulos, Fokion N.
    COMBUSTION AND FLAME, 2012, 159 (02) : 465 - 475
  • [28] Stereoselective Synthesis of the C(1)-C(28) Fragment of Amphidinol 3
    Yadav, Jhillu S.
    Gopalarao, Yerragorla
    Chandrakanth, Dandekar
    Reddy, Basi V. Subba
    HELVETICA CHIMICA ACTA, 2016, 99 (06) : 436 - 446
  • [29] Synthesis of the C1-C12 fragment of the tedanolides.: Selective hydroboration-protonation of allylic alcohol approach
    Jung, Michael E.
    Yoo, Dongwon
    TETRAHEDRON LETTERS, 2008, 49 (05) : 816 - 819
  • [30] Synthetic studies on borrelidin: Enantioselective synthesis of the C1-C12 fragment
    Vong, BG
    Abraham, S
    Xiang, AX
    Theodorakis, EA
    ORGANIC LETTERS, 2003, 5 (10) : 1617 - 1620