Enantiocontrolled construction of tricyclic furan derivatives via an asymmetric Diels-Alder reaction

被引：9
|
作者：
Pai, CC [1 ]
Liu, RS [1 ]
机构：
[1] Natl Tsing Hua Univ, Dept Chem, Hsinchu 30043, Taiwan
来源：
ORGANIC LETTERS | 2001年 / 3卷 / 09期
关键词：
D O I：
10.1021/ol015622j
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
[GRAPHICS] The two enantiomers of trycyclic furan derivatives were prepared respectively from Diels-Alder reactions of oxycyclic dienes 3a and 3b, followed by degradation of the 2-(benzyloxy)ethyl group. Compounds 3a and 3b can be selectively synthesized by [3+2]-cycloaddition of vinylpropargyltungsten complex with (2S)-(benzyloxy)-propanal.
引用
收藏
页码：1295 / 1298
页数：4
相关论文
共 50 条
  • [41] Synthesis of P-chiral phosphines via chiral metal template promoted asymmetric furan Diels-Alder reaction
    Yeo, Wee-Chuan
    Chen, Shuli
    Tan, Geok-Kheng
    Leung, Pak-Hing
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2007, 692 (12) : 2539 - 2547
  • [42] THERMODYNAMICALLY CONTROLLED ASYMMETRIC INDUCTION - APPLICATIONS WITH THE INTRAMOLECULAR DIELS-ALDER REACTION INVOLVING A FURAN DIENE
    WOO, S
    KEAY, BA
    TETRAHEDRON-ASYMMETRY, 1994, 5 (08) : 1411 - 1414
  • [43] Cross-Linking of Sago Starch with Furan and Bismaleimide via the Diels-Alder Reaction
    Muljana H.
    Hasjem I.
    Sinatra M.
    Pesireron D.J.
    Puradisastra M.W.
    Hartono R.
    Hermanto K.Y.
    Handoko T.
    Journal of Renewable Materials, 2023, 11 (12) : 4039 - 4060
  • [44] Thermally reversible prototype adhesive via the furan-maleimide Diels-Alder reaction
    Ramimoghadam, Donya
    Szmalko, David
    Dilag, Jessirie
    Ladani, Raj
    Mouritz, Adrian P.
    Bateman, Stuart
    INTERNATIONAL JOURNAL OF ADHESION AND ADHESIVES, 2024, 128
  • [45] TETRAHYDROQUINAZOLINE DERIVATIVES BY AZA DIELS-ALDER REACTION
    Cremonesi, Giuseppe
    Dalla Croce, Piero
    Gallanti, Maddalena
    La Rosa, Concetta
    HETEROCYCLES, 2010, 80 (02) : 1457 - 1461
  • [46] CYCLODEXTRIN CATALYSIS IN THE INTRAMOLECULAR DIELS-ALDER REACTION WITH THE FURAN DIENE
    STERNBACH, DD
    ROSSANA, DM
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (21) : 5853 - 5854
  • [47] SUBSTITUENT EFFECTS IN THE INTRAMOLECULAR DIELS-ALDER REACTION WITH THE FURAN DIENE
    STERNBACH, DD
    MCNELIS, BJ
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1989, 197 : 162 - ORGN
  • [48] Hydrophobilization of Furan-Containing Polyurethanes via Diels-Alder Reaction with Fatty Maleimides
    Schmidt, Philipp
    Eschig, Steven
    POLYMERS, 2019, 11 (08)
  • [49] A NOVEL TYPE OF INTRAMOLECULAR DIELS-ALDER REACTION IN THE FURAN SERIES
    BILOVIC, D
    STOJANAC, Z
    HAHN, V
    TETRAHEDRON LETTERS, 1964, (31-2) : 2071 - 2074
  • [50] The HfCl4-mediated Diels-Alder reaction of furan
    Hayashi, Y
    Nakamura, M
    Nakao, S
    Inoue, T
    Shoji, M
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2002, 41 (21) : 4079 - 4082
12345