Asymmetric hydrogenation and allylic substitution reaction with novel chiral pinene-derived N,P-ligands

被引:19
|
作者
Meng, Xiangyan [1 ]
Li, Xinsheng [1 ]
Xu, Dongcheng [1 ]
机构
[1] Zhejiang Normal Univ, Inst Phys Chem, Zhejiang Key Lab React Chem Solid Surfaces, Jinhua 321004, Peoples R China
基金
中国国家自然科学基金;
关键词
CATALYZED ENANTIOSELECTIVE HYDROGENATION; IRIDIUM CATALYSTS; TRISUBSTITUTED OLEFINS; PHOSPHITE-OXAZOLINES; N; P LIGANDS; P; N LIGANDS; COMPLEXES; DERIVATIVES; ALKENES; CYCLOPROPANATION;
D O I
10.1016/j.tetasy.2009.05.020
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A series of new chiral tetrahydroquinoline ligands, derived from chiral alpha-pinene, were successfully synthesized. Iridium and palladium complexes of these ligands were proven to be efficient catalysts for enantioselective hydrogenation and allylic substitution reactions with moderate to excellent enantioselectivities (90-95% ee) and high yields. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1402 / 1406
页数:5
相关论文
共 50 条
  • [21] Synthesis of novel chiral N, P-containing multidentate ligands and their applications in asymmetric transfer hydrogenation
    Yu, Shen Luan
    Li, Yan Yun
    Dong, Zhen Rong
    Zhang, Juan Ni
    Li, Qi
    Gao, Jing Xing
    CHINESE CHEMICAL LETTERS, 2011, 22 (11) : 1269 - 1272
  • [24] Asymmetric catalysis using self-assembled chiral bidentate P,P-ligands
    Takacs, JM
    Reddy, DS
    Moteki, SA
    Wu, D
    Palencia, H
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (14) : 4494 - 4495
  • [25] The Preparation and Resolution of Novel Axially Chiral Pyrazine-Containing P,N Ligands for Asymmetric Catalysis and Their Application in Palladium-Catalysed Allylic Substitution
    Kelly, Sarah
    Goddard, Richard
    Guiry, Patrick J.
    HELVETICA CHIMICA ACTA, 2022, 105 (01)
  • [26] Iridium-catalyzed asymmetric hydrogenation of fluorinated olefins using N,P-ligands: A struggle with hydrogenolysis and selectivity
    Engman, Mattias
    Diesen, Jarle S.
    Paptchikhine, Alexander
    Andersson, Pher G.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (15) : 4536 - +
  • [27] Novel chiral sulfur-containing ferrocenyl ligands for palladium-catalyzed asymmetric allylic substitution
    Nakamura, S
    Fukuzumi, T
    Toru, T
    CHIRALITY, 2004, 16 (01) : 10 - 12
  • [28] Iridium-catalyzed asymmetric hydrogenation of fluorinated olefins using N,P-ligands: A struggle with hydrogenolysis and selectivity
    Engman, Mattias
    Diesen, Jarle S.
    Paptchikhine, Alexander
    Andersson, Pher G.
    Journal of the American Chemical Society, 2007, 129 (15): : 4536 - 4537
  • [29] Novel disaccharide chiral ligands derived from α,α-trehalose and their applications to asymmetric hydrogenation of enamides
    Yonehara, K
    Hashizume, T
    Ohe, K
    Uemura, S
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1998, 71 (08) : 1967 - 1972
  • [30] Novel pyridine-phosphite ligands for Pd-catalyzed asymmetric allylic substitution reaction
    Meng, Xiangyan
    Gao, Yongguang
    Li, Xinsheng
    Xu, Dongcheng
    CATALYSIS COMMUNICATIONS, 2009, 10 (06) : 950 - 954