A modular approach to the synthesis of 2,3,4-trisubstituted tetrahydrofurans

被引:18
|
作者
Nasveschuk, Christopher G. [1 ]
Jui, Nathan T. [1 ]
Rovis, Tomislav [1 ]
机构
[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA
关键词
D O I
10.1039/b605438b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A highly diastereoselective Lewis acid-mediated [ 1,3] rearrangement of 1,3-dioxepins is the key step along a modular route to 2,3,4-trisubstituted tetrahydrofurans.
引用
收藏
页码:3119 / 3121
页数:3
相关论文
共 50 条
  • [41] Synthesis of chiral 1,2-dihydropyridines and 2,3,4-trisubstituted pyridines from α-amino acids
    Monguchi, Daiki
    Majumdar, Swapan
    Kawabata, Takeo
    HETEROCYCLES, 2006, 68 (12) : 2571 - 2578
  • [42] A NOVEL SYNTHETIC ROUTE TO 2,3,4-TRISUBSTITUTED 6-PHENYL-PYRIDINES
    ALNAKIB, T
    MEEGAN, MJ
    JOURNAL OF CHEMICAL RESEARCH-S, 1988, (05): : 146 - 147
  • [43] Microwave assisted synthesis of 2,3,4-trisubstituted 1,2-dihydropyrimido-[1,2-a]benzimidazole
    Deshmukh, M. B.
    Suryavanshi, A. W.
    Jagtap, S. S.
    Deshmukh, S. A.
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 2009, 86 (03) : 302 - 305
  • [44] Synthesis and structure confirmation of 2,4-disubstituted thiazole and 2,3,4-trisubstituted thiazole as thiazolium bromide salts
    Hassan, Alaa A.
    Mohamed, Nasr K.
    Aly, Ashraf A.
    Tawfeek, Hendawy N.
    Braesez, Stefan
    Nieger, Martin
    MONATSHEFTE FUR CHEMIE, 2020, 151 (07): : 1143 - 1152
  • [45] Efficient synthesis of 2,3,4-trisubstituted furans from the reaction of activated acetylenes with ethyl bromopyruvate in the presence of enaminones
    Yavari, Issa
    Hossaini, Zinatossadat
    Sabbaghan, Maryam
    MONATSHEFTE FUR CHEMIE, 2008, 139 (08): : 945 - 948
  • [46] Synthesis and structure confirmation of 2,4-disubstituted thiazole and 2,3,4-trisubstituted thiazole as thiazolium bromide salts
    Alaa A. Hassan
    Nasr K. Mohamed
    Ashraf A. Aly
    Hendawy N. Tawfeek
    Stefan Bräse
    Martin Nieger
    Monatshefte für Chemie - Chemical Monthly, 2020, 151 : 1143 - 1152
  • [47] Bi(OTf)3-catalyzed friedlander hetero-annulation:: A rapid synthesis of 2,3,4-trisubstituted quinolines
    Yadav, JS
    Reddy, BVS
    Premalatha, K
    SYNLETT, 2004, (06) : 963 - 966
  • [48] Ring-opening cyclization of alkylidenecyclopropyl ketones with amines. An efficient synthesis of 2,3,4-trisubstituted pyrroles
    Lu, LH
    Chen, GF
    Ma, SM
    ORGANIC LETTERS, 2006, 8 (05) : 835 - 838
  • [49] Copper-catalyzed cascade addition route to 2,3,4-trisubstituted quinoline derivatives
    Crifar, Cynthia
    Doerr, Aurelie A.
    Lubell, William D.
    TETRAHEDRON LETTERS, 2015, 56 (23) : 3451 - 3453
  • [50] Synthesis of a novel series of 2,3,4-trisubstituted oxazolidines designed by isosteric replacement or rigidification of the structure and cytotoxic evaluation
    Andrade, Saulo F.
    Teixeira, Claudia S.
    Ramos, Jonas P.
    Lopes, Marcela S.
    Padua, Rodrigo M.
    Oliveira, Monica C.
    Souza-Fagundes, Elaine M.
    Alves, Ricardo J.
    MEDCHEMCOMM, 2014, 5 (11) : 1693 - 1699