Highly diastereoselective synthesis of a novel functionalized triepoxytrinaphthylene

被引:0
|
作者
Erdogan, Musa [1 ]
Essiz, Selcuk [1 ]
Fabris, Fabrizio [2 ]
Dastan, Arif [1 ]
机构
[1] Ataturk Univ, Fac Sci, Dept Chem, Erzurum, Turkey
[2] Univ Ca Foscari Venezia, Dipartimento Sci Mol & Nanosistemi, Venice, Italy
关键词
Cyclotrimerization; copper; cup-shaped molecules; stereoselective reactions; aromatic compounds; POLYMERIZATION PROCESSES; CYCLOTRIMERIZATION; (+)-SYN-BENZOTRIBORNEOL; OXABENZONORBORNADIENE; BENZOCYCLOTRIMER; ISOBENZOFURAN; ENCAPSULATION; COORDINATION; CONDENSATION; INFORMATION;
D O I
10.24820/ark.5550190.p010.408
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The high yielding synthesis of a novel benzocyclotrimer is herein presented. The syn-diastereomer is obtained as major product, presumably in virtue of the presence of an oxa-bridge of the bicylic components. The three oxa-bridges can be used for further functionalization, as well as the six bromine atoms of the three aromatic rings, as demonstrated in the aromatization of a mixture of anti-1 and syn-1 (3:7) leading to trinaphthylene. [GRAPHICS] .
引用
收藏
页码:134 / 143
页数:10
相关论文
共 50 条
  • [41] Regioselective and diastereoselective synthesis of highly substituted cyclopentanes
    Hubbard, RD
    Miller, BL
    TETRAHEDRON, 2003, 59 (41) : 8143 - 8152
  • [42] Highly diastereoselective multicomponent synthesis of unsymmetrical imidazolines
    Peddibhotla, S
    Tepe, JJ
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2003, 225 : U362 - U362
  • [43] Highly Diastereoselective and General Synthesis of Primary β-Fluoroamines
    Schulte, Michael L.
    Lindsley, Craig W.
    ORGANIC LETTERS, 2011, 13 (20) : 5684 - 5687
  • [44] Highly diastereoselective synthesis of two analogues of dihydrosphingosine
    Villard, R
    Fotiadu, F
    Buono, G
    TETRAHEDRON-ASYMMETRY, 1998, 9 (04) : 607 - 611
  • [45] Selectrides - Highly efficient reagents for diastereoselective synthesis
    Wittmann, S
    Schonecker, B
    JOURNAL FUR PRAKTISCHE CHEMIE-CHEMIKER-ZEITUNG, 1996, 338 (08): : 759 - 762
  • [46] Highly Diastereoselective Synthesis of Pederic Acid Derivatives
    Roush, W. R.
    Marron, T. G.
    Pfeifer, L. A.
    Journal of Organic Chemistry, 62 (03):
  • [47] HIGHLY DIASTEREOSELECTIVE SYNTHESIS OF AMINOALCOHOLS OF EPHEDRINE TYPE
    SOLLADIECAVALLO, A
    DREYFUS, AC
    SANCH, F
    KLEIN, A
    CHEMISTRY LETTERS, 1987, (08) : 1583 - 1586
  • [48] A HIGHLY DIASTEREOSELECTIVE SYNTHESIS OF DL-OLEANDROSE
    BERTI, G
    CATELANI, G
    COLONNA, F
    MONTI, L
    TETRAHEDRON, 1982, 38 (20) : 3067 - 3072
  • [49] A highly diastereoselective synthesis of deep molecular baskets
    Lei, Zhiquan
    Gunther, Michael J.
    Gunawardana, Vageesha W. Liyana
    Pavlovic, Radoslav Z.
    Xie, Han
    Zhu, Xingrong
    Keenan, Mason
    Riggs, Alex
    Badjic, Jovica D.
    CHEMICAL COMMUNICATIONS, 2020, 56 (70) : 10243 - 10246
  • [50] Highly diastereoselective multicomponent synthesis of unsymmetrical imidazolines
    Peddibhotla, S
    Jayakumar, S
    Tepe, JJ
    ORGANIC LETTERS, 2002, 4 (20) : 3533 - 3535