A facile preparation and properties of (2E,4E,6E,8E)-1-(3-guaiazulenyl)-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraen-1-ylium hexafluorophosphate

被引:22
|
作者
Nakamura, M
Sasaki, M
Takekuma, H
Minematsu, T
Takekuma, S
机构
[1] Kinki Univ, Fac Sci & Engn, Dept Appl Chem, Osaka 5778502, Japan
[2] Kinki Univ, Sch Pharmaceut Sci, Osaka 5778502, Japan
关键词
D O I
10.1246/bcsj.76.2051
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Reactions of guaiazulene (1) with all-trans- and 13-cis-retinals (2a and 2b) in methanol in the presence of hexafluorophosphoric acid at -10degreesC for 1h afforded the title mono-carbocation compound 3 in 87-91% yield, respectively.
引用
收藏
页码:2051 / 2052
页数:2
相关论文
共 50 条
  • [41] PREPARATION OF 4-ACETYLAMINO-2, 2, 6, 6-TETRAMETHYLPIPERIDINE-1-OXOAMMONIUM TETRAFLUOROBORATE, AND THE OXIDATION OF GERANIOL TO GERANIAL (2,6-Octadienal, 3,7-dimethyl-, (2E)-)
    Bobbitt, James M.
    Merbouh, Nabyl
    ORGANIC SYNTHESES, 2005, 82 : 80 - +
  • [42] (2E)-1-{4-[(1E)-Benzylideneamino]-phenyl}-3-phenylprop-2-en-1-one
    Harrison, William T. A.
    Ravindra, H. J.
    Kumar, M. R. Suresh
    Dharmaprakash, S. M.
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2007, 63 : O4675 - U4729
  • [43] SYNTHESIS OF1-(2,6,6-TRIMETHYL-1-CYCLOHEXEN-1-YL)-18-(2,6,6-TRI8ETHYL-2-CYCLOHEXEN-1-YLIDENE)-3,7,12,16-TETRAMETHYL-2,4,6,8,10,12,14,16,18-OCTADECANONAENE AND ITS REARRANGEMENT TO TRANS-BETA-CAROTENE
    SURMATIS, JD
    GIBAS, J
    THOMMEN, R
    JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (10): : 3039 - +
  • [44] MICROWAVE ASSISTED SOLVENT FREE SYNTHESIS OF (2E, 6E)-2,6-BIS [(3-ARYL)-1-PHENYL-1H-PYRAZOL-4-YL METHYLENE]-CYCLOALKANONES
    Ashok, D.
    Sharma, Sweta
    Radhika, G.
    Sarasija, M.
    Shravani, D.
    INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2010, 19 (04) : 313 - 316
  • [45] (E)-1-[1-(6-Bromo-2-oxo-2H-chromen-3-yl)ethylidene]thiosemicarbazide
    Arshad, Afsheen
    Osman, Hasnah
    Chan, Kit Lam
    Goh, Jia Hao
    Fun, Hoong-Kun
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 : O1491 - U2104
  • [46] Conformationally defined retinoic acid analogues.: 5.: Large-scale synthesis and mammary cancer chemopreventive activity for (2E,4E,6Z,8E)-8(3',4'-dihydro-1'(2'H)-naphthalen-1'-ylidene)-3,7-dimethyl-2,4,6-octatrienoic acid (9cUAB30)
    Atigadda, VR
    Vines, KK
    Grubbs, CJ
    Hill, DL
    Beenken, SL
    Bland, KI
    Brouillette, WJ
    Muccio, DD
    JOURNAL OF MEDICINAL CHEMISTRY, 2003, 46 (17) : 3766 - 3769
  • [47] SYNTHETIC STUDIES ON CHEMISTRY OF POLYENE COMPOUNDS .46. COMPLETE SYNTHESIS OF RAC-ETHYL ETHER (2E,4E,6E)-5-METHYL-7-(2,6-DIMETHYL-6-ETHOXYCARBONYL-3-OXO-1-CYCLOHEXENE-1-IL)-2,4,6-HEPTATRIENIC ACID
    ZHIDKOVA, TA
    BEKKER, AR
    VAKULOVA, LA
    SAMOKHVALOV, GI
    ZHURNAL ORGANICHESKOI KHIMII, 1984, 20 (08): : 1678 - 1683
  • [48] (2E)-3-(6-Chloro-2-methoxyquinolin-3-yl)-1-(2,4-dimethylquinolin-3-yl)prop-2-en-1-one
    Prasath, R.
    Sarveswari, S.
    Ng, Seik Weng
    Tiekink, Edward R. T.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2013, 69 : O1274 - +
  • [49] (2E,6E)-3,7-二甲基-8-羟基-2,6-辛二烯-1-醇乙酸酯的合成
    黄建平
    戴乐
    张昊
    陈芬儿
    沈阳药科大学学报, 2007, (06) : 339 - 341
  • [50] KINETICS OF CATALYTIC-HYDROGENATION OF 3,7-DIMETHYL-9-(2,6,6-TRIMETHYL-1-CYCLOHEXENYL)-2,7-NONADIEN-4-YNE-1,6-DIOL
    SISKA, K
    ILAVSKY, J
    MRAVEC, D
    CHEMICAL PAPERS, 1991, 45 (04): : 541 - 545