CHIRAL TITANIUM COMPLEX-CATALYZED CARBONYL-ENE REACTION WITH GLYOXYLATE - REMARKABLE POSITIVE NONLINEAR EFFECT

被引:0
|
作者
MIKAMI, K
TERADA, M
机构
关键词
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The enantioselective glyoxylate-ene reaction catalyzed by chiral titanium complex derived from partially resolved binaphthol (BINOL) is shown to exhibit a remarkable level of asymmetric amplification (positive nonlinear effect). Thus, the optical yield of the ene product significantly exceeds the enantio-purity of the chiral ligand (BINOL).
引用
收藏
页码:5671 / 5680
页数:10
相关论文
共 50 条
  • [1] REMARKABLE POSITIVE NONLINEAR EFFECT IN THE ENANTIOSELECTIVE GLYOXYLATE ENE REACTION CATALYZED BY A CHIRAL TITANIUM COMPLEX
    TERADA, M
    MIKAMI, K
    NAKAI, T
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (22) : 1623 - 1624
  • [2] Indium(III) complex-catalyzed tandem carbonyl-ene reaction: An efficient construction of tetrahydropyran rings
    Loh, TP
    Feng, LC
    Yang, JY
    SYNTHESIS-STUTTGART, 2002, (07): : 937 - 940
  • [3] Indium(III) complex-catalyzed tandem carbonyl-ene reaction: An efficient construction of tetrahydropyran rings
    Loh, Teck-Peng
    Feng, Li-Chun
    Yang, Jian-Ying
    Synthesis, 2002, (07) : 937 - 940
  • [4] Efficient bimetallic titanium catalyst for carbonyl-ene reaction
    Fang, Fang
    Xie, Fang
    Yu, Han
    Zhang, Hui
    Yang, Bo
    Zhang, Wanbin
    TETRAHEDRON LETTERS, 2009, 50 (48) : 6672 - 6675
  • [5] Effects of Chiral Ligands on the Asymmetric Carbonyl-Ene Reaction
    Bakhtiari, Atefeh
    Safaei-Ghomi, Javad
    SYNLETT, 2019, 30 (15) : 1738 - 1764
  • [6] ASYMMETRIC CATALYSIS BY CHIRAL TITANIUM PERCHLORATE FOR CARBONYL-ENE CYCLIZATION
    MIKAMI, K
    TERADA, M
    SAWA, E
    NAKAI, T
    TETRAHEDRON LETTERS, 1991, 32 (45) : 6571 - 6574
  • [7] Asymmetric carbonyl-ene reaction of trifluoropyruvate catalyzed by Pd(II)-SunPhos complex
    Jiang, Lili
    Hu, Bei
    Xie, Xiaomin
    Zhang, Zhaoguo
    TETRAHEDRON, 2017, 73 (49) : 6901 - 6905
  • [8] Highly enantioselective carbonyl-ene reaction catalyzed by chiral titanium complexes: Toward structural elucidation of catalytically active species
    Terada, Masahiro
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2007, 65 (08) : 748 - 760
  • [9] PERISELECTIVE AND ENANTIOSELECTIVE CARBONYL-ENE REACTION OF ISOPRENE WITH FLUOROALKYL GLYOXYLATE CATALYZED BY MODIFIED BINAPHTHOL-TITANIUM COMPLEX - ASYMMETRIC CATALYTIC SYNTHESIS OF ENANTIOMERICALLY PURE IPSDIENOL
    TERADA, M
    MIKAMI, K
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (23) : 2391 - 2392
  • [10] ASYMMETRIC CATALYSIS BY CHIRAL TITANIUM PERCHLORATE FOR CARBONYL-ENE CYCLIZATION
    MIKAMI, K
    SAWA, E
    TERADA, M
    TETRAHEDRON-ASYMMETRY, 1991, 2 (12) : 1403 - 1412