Enantioselective epoxidation of conjugated Z-olefins with newly modified Mn(salen) complex

被引:12
|
作者
Egami, Hiromichi [1 ]
Irie, Ryo [1 ]
Sakai, Ken [1 ]
Katsuki, Tsutomu [1 ]
机构
[1] Kyushu Univ 33, Grad Sch, Fac Sci, Dept Chem,Higashi Ku, Fukuoka 8128581, Japan
关键词
D O I
10.1246/cl.2007.46
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Chiral Mn(salen) complex 3 bearing a 1-ethyl-1-methylpropy1 group at C3, C3', C5, and C5' was found to induce higher asymmetry in the epoxidation of conjugated Z-olefins, especially less nucleophilic ones, in the presence of 4-phenylpyridine Noxide than complex 1 bearing a t-butyl group at the same carbons. The higher enantioselectivity was considered to be attributable to Me-in-plane conformation of the 1-ethyl-1-methylpropy1 group at C3 and C3'.
引用
收藏
页码:46 / 47
页数:2
相关论文
共 50 条
  • [31] Enantioselective epoxidation of olefins catalyzed by recyclable Mn(salen)''CMCM-41 synthesized with a new anchoring method.
    Xiang, S
    Zhang, YL
    Xin, Q
    Li, C
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2002, 223 : U633 - U633
  • [32] Enantioselective epoxidation of unfunctionalised olefins catalyzed by Mn(salen) complexes immobilized in porous materials via phenyl sulfonic group
    Zhang, HD
    Xiang, S
    Li, C
    CHEMICAL COMMUNICATIONS, 2005, (09) : 1209 - 1211
  • [33] Enantioselective epoxidation of unfunctionalized olefins catalyzed by chiral salen Mn(III) catalyst immobilized on zirconium oligostyrenylphosphonate-phosphate
    Ren, Wenshan
    Fu, Xiangkai
    Bao, Hebin
    Bai, Ruofei
    Ding, Pingping
    Sui, Binglin
    CATALYSIS COMMUNICATIONS, 2009, 10 (06) : 788 - 793
  • [34] Polymeric metal complex catalyzed enantioselective epoxidation of olefins
    Dhal, PK
    De, BB
    Sivaram, S
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2001, 177 (01) : 71 - 87
  • [35] HIGHLY ENANTIOSELECTIVE EPOXIDATION OF UNFUNCTIONALIZED OLEFINS CATALYZED BY (SALEN)MN(III) COMPLEXES USING A NEW LOW-TEMPERATURE PROTOCOL
    MCCORMICK, GJ
    PALUCKI, M
    JACOBSEN, EN
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1995, 209 : 251 - CHED
  • [36] Asymmetric Epoxidation of Olefins with Homogeneous Chiral (Salen) Manganese (III) Complex
    Shi, Qian-Ping
    Shi, Zhi-Hao
    Li, Nian-Guang
    Tang, Yu-Ping
    Li, Wei
    Tang, Hao
    Wei-Zhang
    Shen, Min-Zhe
    Duan, Jin-Ao
    CURRENT ORGANIC CHEMISTRY, 2013, 17 (23) : 2936 - 2970
  • [37] Ultra-low Mn(salen) supported on lignin and selective epoxidation of olefins
    Guo, Li
    Yan, Ting
    Zhang, Ran
    Yi, Lan
    Wang, Zixian
    He, Guoqing
    Chen, Jialing
    Wu, Xiaoqin
    CHEMISTRYSELECT, 2023, 8 (48):
  • [38] INOR 165-Epoxidation of olefins by helical Mn(III)-salen complexes
    Liu, Tingting
    Levy, Christopher J.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2006, 232
  • [39] Catalytic Epoxidation of Olefins with Graphene Oxide Supported Copper (Salen) Complex
    Zhao, Qingshan
    Bai, Chan
    Zhang, Wenfeng
    Li, Yang
    Zhang, Guoliang
    Zhang, Fengbao
    Fan, Xiaobin
    INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2014, 53 (11) : 4232 - 4238
  • [40] ENANTIOSELECTIVE EPOXIDATION OF CYCLIC 1,3-DIENES CATALYZED BY A STERICALLY AND ELECTRONICALLY OPTIMIZED (SALEN)MN COMPLEX
    CHANG, S
    HEID, RM
    JACOBSEN, EN
    TETRAHEDRON LETTERS, 1994, 35 (05) : 669 - 672