Superior amine catalysts for the Baylis-Hillman reaction: the use of DBU and its implications

被引:252
作者
Aggarwal, VK [1 ]
Mereu, A [1 ]
机构
[1] Univ Sheffield, Dept Chem, Sheffield S3 7HF, S Yorkshire, England
关键词
D O I
10.1039/a907754e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
DBU, which is normally regarded as a hindered and non-nucleophilic base, is in fact the optimum catalyst for the Baylis-Hillman reaction, providing adducts at much faster rates than using DABCO or 3HQD; the scope of the Baylis-Hillman reaction is enhanced using this catalyst and implications of this finding are discussed.
引用
收藏
页码:2311 / 2312
页数:2
相关论文
共 15 条
  • [1] First-examples of metal and ligand accelerated catalysis of the Baylis-Hillman reaction
    Aggarwal, VK
    Tarver, GJ
    McCague, R
    [J]. CHEMICAL COMMUNICATIONS, 1996, (24) : 2713 - 2714
  • [2] Metal- and ligand-accelerated catalysis of the Baylis-Hillman reaction
    Aggarwal, VK
    Mereu, A
    Tarver, GJ
    McCague, R
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (21) : 7183 - 7189
  • [3] PREPARATION AND NUCLEOPHILIC-SUBSTITUTION OF (E)-1-BROMO-2-PHENYLSULFONYL-2-ALKENES AND 3-ACETOXY-2-PHENYLSULFONYL-1-ALKENES
    AUVRAY, P
    KNOCHEL, P
    NORMANT, JF
    [J]. TETRAHEDRON, 1988, 44 (19) : 6095 - 6106
  • [4] The Baylis-Hillman reaction: A novel carbon-carbon bond forming reaction
    Basavaiah, D
    Rao, PD
    Hyma, RS
    [J]. TETRAHEDRON, 1996, 52 (24) : 8001 - 8062
  • [5] A SIMPLE SYNTHESIS OF 2-(1-HYDROXYALKYL)ACRYLONITRILES
    BASAVAIAH, D
    GOWRISWARI, VVL
    [J]. SYNTHETIC COMMUNICATIONS, 1987, 17 (05) : 587 - 591
  • [6] BERTHE MC, 1992, Patent No. 465293
  • [7] BERTHE MC, 1994, Patent No. 5332836
  • [8] Ciganek E., 1997, ORG REACTIONS, V51, P201
  • [9] THE BAYLIS-HILLMAN REACTION-MECHANISM AND APPLICATIONS REVISITED
    FORT, Y
    BERTHE, MC
    CAUBERE, P
    [J]. TETRAHEDRON, 1992, 48 (31) : 6371 - 6384
  • [10] FOUCAUD A, 1989, B SOC CHIM FR, V3, P403