(R)-4-menthenone in reactions of 1,4-conjugate and 1,3-dipolar addition

被引:0
|
作者
G. Yu. Ishmuratov
E. R. Latypova
P. Ya. Kharisov
R. R. Muslukhov
A. A. Bannova
R. F. Talipov
G. A. Tolstikov
机构
[1] Russian Academy of Sciences,Institute of Organic Chemistry, Ufa Scientific Center
[2] Bashkirian State University,undefined
来源
Russian Journal of Organic Chemistry | 2008年 / 44卷
关键词
CuBr; Ethyl Acetoacetate; Michael Reaction; Organometallic Reagent; EtMgBr;
D O I
暂无
中图分类号
学科分类号
摘要
(R)-4-Menthenone compared with common cyclic enones exhibits considerably lower reactivity in 1,4-conjugate addition of organometallic reagents, is inert in Michael reactions and pyrazoline formation evidently due both to the distorted polarization in the enone system and to steric hindrances from the α-isopropyl group in the cyclohexene ring.
引用
收藏
页码:652 / 656
页数:4
相关论文
共 50 条
  • [21] Asymmetric 1,3-dipolar cycloaddition reactions
    Center for Metal Catalyzed Reactions, Department of Chemistry, Aarhus University, DK-8000 Aarhus C, Denmark
    不详
    不详
    不详
    不详
    不详
    Chem. Rev., 2 (863-909):
  • [22] 1,3-DIPOLAR ADDITION-REACTIONS OF TETRACHLOROCYCLOPROPENE WITH DIAZOALKANES AND ARYL AZIDES
    DEHMLOW, EV
    UDDIN, N
    JOURNAL OF CHEMICAL RESEARCH-S, 1978, (01): : 40 - &
  • [23] KINETICS OF 1,3-DIPOLAR CYCLO-ADDITION REACTIONS OF ARYLDIAZOMETHANES AND DIARYLDIAZOMETHANES
    HUISGEN, R
    GEITTNER, J
    HETEROCYCLES, 1978, 11 : 105 - 108
  • [24] ALPHA, BETA-UNSATURATED PHOSPHITES IN 1,3-DIPOLAR ADDITION REACTIONS
    KOSOVTSE.VB
    CHISTOKL.VN
    PETROV, AA
    JOURNAL OF GENERAL CHEMISTRY USSR, 1969, 39 (01): : 213 - &
  • [25] ALPHA,BETA-UNSATURATED PHOSPHINES IN 1,3-DIPOLAR ADDITION REACTIONS
    KOLOKOLT.IG
    CHISTOKL.VN
    PETROV, AA
    JOURNAL OF GENERAL CHEMISTRY USSR, 1968, 38 (12): : 2720 - &
  • [26] OBSERVATIONS ON SCOPE OF PHOTOINDUCED 1,3-DIPOLAR ADDITION-REACTIONS OF ARYLAZIRINES
    PADWA, A
    DHARAN, M
    SMOLANOF.J
    WETMORE, SI
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (06) : 1945 - 1954
  • [27] INTRAMOLECULAR 1,3-DIPOLAR CYCLOADDITION REACTIONS
    PADWA, A
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1976, 15 (03) : 123 - 136
  • [28] 1,3-DIPOLAR CYCLOADDITION REACTIONS OF LEVOGLUCOSENONE
    BLAKE, AJ
    COOK, TA
    FORSYTH, AC
    GOULD, RO
    PATON, RM
    TETRAHEDRON, 1992, 48 (37) : 8053 - 8064
  • [29] 1,3-DIPOLAR CYCLOADDITION REACTIONS OF BENZYLIDENECYANOAMINES
    TSUGE, O
    UENO, K
    HETEROCYCLES, 1982, 19 (01) : 150 - 150
  • [30] Asymmetric 1,3-dipolar cycloaddition reactions
    Gothelf, KV
    Jorgensen, KA
    CHEMICAL REVIEWS, 1998, 98 (02) : 863 - 909