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 35 条
  • [31] Reaction of 1,3,5-tri-tert-butylbenzene with 2,4,6,8-tetraiodo-2,4,6,8-tetraazabicyclo[3.3.0]octane-3,7-dione
    Kh. M. Nguen
    V. K. Chaikovskii
    V. D. Filimonov
    A. A. Funk
    Russian Journal of Organic Chemistry, 2012, 48 : 780 - 782
  • [32] The one-pot multienzyme (OPME) synthesis of human blood group H antigens and a human milk oligosaccharide (HMOS) with highly active Thermosynechococcus elongatus α1-2-fucosyltransferase
    Zhao, Chao
    Wu, Yijing
    Yu, Hai
    Shah, Ishita M.
    Li, Yanhong
    Zeng, Jie
    Liu, Bin
    Mills, David A.
    Chen, Xi
    CHEMICAL COMMUNICATIONS, 2016, 52 (20) : 3899 - 3902
  • [33] Application of Chemoselective Pancreatin Powder-Catalyzed Deacetylation Reaction in the Synthesis of Key Statin Side Chain Intermediate (4R,6S)-4-(tert-Butyldimethylsilyloxy)-6-(hydroxymethyl)tetrahydropyran-2-one
    Troiani, Vincent
    Cluzeau, Jerome
    Casar, Zdenko
    ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2011, 15 (03) : 622 - 630
  • [34] Treponema primitia α1-2-fucosyltransferase-catalyzed one-pot multienzyme synthesis of fucosylated oligosaccharide lacto-N-fucopentaose I with antiviral activity against enterovirus 71
    Liu, Yuanyuan
    Tong, Aijun
    Gao, Xiaoxiang
    Yuan, Sinan
    Zhong, Ruting
    Zhao, Chao
    FOOD CHEMISTRY-X, 2022, 14
  • [35] Enantiospecific Total Synthesis of (+)-Tanikolide via a Key [2,3]-Meisenheimer Rearrangement with an Allylic Amine N-Oxide-Directed Epoxidation and a One-Pot Trichloroisocyanuric Acid N-Debenzylation and N-Chlorination
    Xie, Yangla
    Sun, Moran
    Zhou, Hang
    Cao, Qiwei
    Gao, Kaige
    Niu, Changling
    Yang, Hua
    JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (20): : 10251 - 10263
1234