Chemoenzymatic synthesis of 2-brorno-6-hydroxy-3-methoxy-2-cyclohexen-1-one

被引：0
|
作者：
Karaaslan, Emine Ozgul [1 ]
Toka, Yasemin [1 ]
机构：
[1] Kirikkale Univ, Fac Arts & Sci, Dept Chem, TR-71400 Kirikkale, Turkey
来源：
TURKISH JOURNAL OF CHEMISTRY | 2007年 / 31卷 / 02期
关键词：
chemoenzymatic synthesis; cyclic polyoxo cyclohexenones; manganese (III) acetate; acetoxylation;
D O I：
暂无
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A chemoenzymatic synthesis of 2-bromo-6-hydroxy-3-methoxy-2-cyclohexen-1-one starting from cyclohexane-1,3-dione is reported. Manganese (III) acetate-mediated acetoxylation followed by the enzyme-mediated hydrolysis of alpha'-acetoxy enone affords hydroxy-enone 5 and enone 4 with high enantiomeric excesses in good yields.
引用
收藏
页码：149 / 153
页数：5
相关论文
共 50 条
  • [31] SYNTHESIS OF 2-DODECANOYL-3,5-DIHYDROXY-2-CYCLOHEXEN-1-ONE
    OLIVER, JE
    WATERS, RM
    LUSBY, WR
    TETRAHEDRON, 1990, 46 (04) : 1125 - 1130
  • [32] Asymmetric synthesis of (S)-1-(5-hydroxy-2-methoxy-benzyl)-7-hydroxy-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline (so-called ''dehassiline'')
    Takaba, K
    Haginaka, J
    Kunitomo, J
    Shingu, T
    HETEROCYCLES, 1997, 45 (06) : 1111 - 1119
  • [33] Formation of 2-(3′-oxocyclohexyl)-2-cyclohexen-1-one via reduction of 2-cyclohexen-1-one with electrogenerated nickel(I) salen
    Mubarak, MS
    Pagel, M
    Marcus, LM
    Peters, DG
    JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (04): : 1319 - 1322
  • [34] 1-(2-furyl)-3-hydroxy-3-(2-methoxy-2-naphthyl)-prop-2-en-1-one
    Wang, Dun-Jia
    Zheng, Chun-Yang
    Fan, Ling
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2007, 63 : O296 - O297
  • [35] Vibrational spectra of 2-cyclohexen-1-one and its 2,6,6-d3 isotopomer
    Rishard, Mohamed Z. M.
    Laane, Jaan
    JOURNAL OF MOLECULAR STRUCTURE, 2010, 976 (1-3) : 56 - 60
  • [36] 7-Hydroxy-6-methoxy-3-[(2-oxo-2H-1-benzopyran-7-yl)oxy]-2H-1-benzopyran-2-one
    Zhang, TZ
    Wei, CY
    Xu, GH
    Park, SW
    ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 2006, 62 : O86 - O88
  • [37] SYNTHESIS OF 2-BUTANOYL-3-ALKYLAMINO-2-CYCLOHEXEN-1-ONES
    LAKHVICH, FA
    RUBINOV, DB
    LIS, LG
    RUBINOVA, IL
    ZHURNAL ORGANICHESKOI KHIMII, 1989, 25 (10): : 2089 - 2094
  • [38] 3-[(R)-3,3-dichloro-2-hydroxypropyl]-8-hydroxy-6-methoxy-1H-isochromen-1-one
    Huang, Hua-Rong
    Fang, Yan-Xiong
    Du, Zhi-Yun
    Zhang, Kun
    Lin, Yong-Cheng
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2008, 64 : O1801 - U2355
  • [39] SHORT SYNTHESIS OF 2-METHOXY-CARBONYLMETHYL-3-METHYL-2-CYCLOPENTEN-1-ONE
    NAKAYAMA, M
    OHIRA, S
    SHINKE, S
    HAYASHI, S
    AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1978, 42 (12): : 2399 - 2400
  • [40] A DIMER OF FERROCENO[1,2]CYCLOHEXEN-1-ONE-3
    BRUNNER, H
    MUSCHIOL, M
    NUBER, B
    ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 1994, 49 (07): : 991 - 992
12345