REACTION OF DILITHIOOXIMES WITH EPOXIDES - NOVEL ROUTE TO 1,4-DIKETONES AND ITS APPLICATION TO DIHYDROJASMONE SYNTHESIS

被引:10
作者
BELLASSOUED, M
DARDOIZE, F
GAUDEMAR, M
机构
[1] Laboratoire de Synthèse Organométallique Université Pierre et Marie Curie, F-75230 Paris Cedex 05, Bâtiment F
关键词
D O I
10.1016/S0022-328X(00)92329-5
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Dilithiooximes react with epoxides at room temperature in THF to give, after neutral hydrolysis, the corresponding γ-hydroxyoximes. These latter can be deoximated and oxidized to lead to the expected 1,4-diketones. This approach is successfully applied to the dihydrojasmone synthesis. © 1979.
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页码:35 / 38
页数:4
相关论文
共 10 条
  • [1] USEFUL, REGIOSPECIFIC SYNTHESIS OF ISOXAZOLES
    BARBER, GN
    OLOFSON, RA
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (15) : 3015 - 3021
  • [2] A NEW SYNTHESIS OF ISOXAZOLES FROM 1,4 DIANIONS OF OXIMES HAVING AN ALPHA HYDROGEN - MASS SPECTROMETRY
    BEAM, CF
    DYER, MCD
    SCHWARZ, RA
    HAUSER, CR
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (06) : 1806 - +
  • [3] DIANIONS OF ALPOXIMES - PREPARATION AND APPLICATION TO SYNTHESIS
    BELLASSOUED, M
    DARDOIZE, F
    FRANGIN, Y
    GAUDEMAR, M
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1979, 165 (01) : 1 - 8
  • [4] COREY EJ, 1975, TETRAHEDRON LETT, P2647
  • [5] GRIFFITHS JS, 1970, J CHEM SOC C, P974
  • [6] C-ALKYALTIONS OF KETONE OR ALDEHYDE PHENYLHYDRAZONES OXIMES AND AZINES HAVING ALPHA HYDROGEN THROUGH 1,4- OR 1,6-DIANIONS
    HENOCH, FE
    HAMPTON, KG
    HAUSER, CR
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (03) : 676 - &
  • [7] MURATA S, 1978, SYNTHESIS-STUTTGART, P221
  • [8] PREPARATION OF 2-ISOXAZOLINES FROM C(ALPHA),O-DILITHIOOXIMES AND ALDEHYDES AND KETONES
    PARK, CA
    BEAM, CF
    KAISER, EM
    KAUFMAN, RJ
    HENOCH, FE
    HAUSER, CR
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1976, 13 (03) : 449 - 453
  • [9] EASY METHOD FOR PREPARATION OF 4-ACYLISOXAZOLES FROM C(ALPHA),O-DIANIONS OF OXIMES
    SANDIFER, RM
    SHAFFER, LM
    HOLLINGER, WM
    REAMES, DC
    BEAM, CF
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1976, 13 (03) : 607 - 608
  • [10] TIMMS GH, 1971, TETRAHEDRON LETT, P195