1,3-dipolar cycloaddition reactions of carbonyl ylides with 1,2-diones: synthesis of novel spiro oxabicycles

被引:15
作者
Nair, V [1 ]
Sheela, KC
Sethumadhavan, D
Dhanya, R
Rath, NP
机构
[1] CSIR, Reg Res Lab, Organ Chem Div, Trivandrum 695019, Kerala, India
[2] Univ Missouri, Dept Chem, St Louis, MO 63121 USA
关键词
carbonyl ylides; cycloaddition; oxabicycles;
D O I
10.1016/S0040-4020(02)00387-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1,3-Dipolar cycloaddition reaction of carbonyl ylides with various o-quinones afforded highly oxygenated spiro oxabicycles. (C) 2002 Published by Elsevier Science Ltd.
引用
收藏
页码:4171 / 4177
页数:7
相关论文
共 12 条
  • [1] [Anonymous], 1984, 13 DIPOLAR CYCLOADDI
  • [2] Finley K. T., 1988, CHEM QUINONOID COMPO, V2, P636
  • [3] Huisgen R., 1963, Angew. Chem. Int. Ed, V2, P565, DOI 10.1002/anie.196305651
  • [4] The reaction of cyclohexyl isocyanide and dimethyl acetylenedicarboxylate with o- and p-quinones:: a novel synthesis of iminolactones
    Nair, V
    Vinod, AU
    Nair, JS
    Sreekanth, AR
    Rath, NP
    [J]. TETRAHEDRON LETTERS, 2000, 41 (34) : 6675 - 6679
  • [5] Triphenylphosphine promoted addition of dimethyl acetylenedicarboxylate to 1,2-benzoquinones: facile synthesis of novel gamma-spirolactones
    Nair, V
    Nair, JS
    Vinod, AU
    Rath, NP
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1997, (21): : 3129 - 3130
  • [6] Novel 1,3-dipolar cycloaddition reaction of carbonyl ylide with o-quinones
    Nair, V
    Sheela, KC
    Radhakrishnan, KV
    Rath, NP
    [J]. TETRAHEDRON LETTERS, 1998, 39 (31) : 5627 - 5630
  • [7] 1,3-dipolar cycloaddition reactions of nitrile-N-oxides with o-benzoquinones
    Nair, V
    Radhakrishnan, KV
    Sheela, KC
    Rath, NP
    [J]. TETRAHEDRON, 1999, 55 (49) : 14199 - 14210
  • [8] Nair V, 1996, SYNLETT, P1143
  • [9] Novel heterocyclic construction via dipolar cycloadditions to 1,2-dicarbonyl compounds
    Nair, V
    Sheela, KC
    Radhakrishnan, KV
    Vinod, AU
    Nair, JS
    Rajesh, C
    Treesa, PM
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2000, 37 (03) : 659 - 668
  • [10] Cascade processes of metallo carbenoids
    Padwa, A
    Weingarten, MD
    [J]. CHEMICAL REVIEWS, 1996, 96 (01) : 223 - 269