Dual Catalysis in Highly Enantioselective Multicomponent Reaction with Water: An Efficient Approach to Chiral β-Amino-α-Hydroxy Acid Derivatives

被引：25
|
作者：
Qian, Yu [1 ]
Jing, Changcheng [2 ]
Shi, Taoda [1 ]
Ji, Jingjing [1 ]
Tang, Min [2 ]
Zhou, Jing [1 ]
Zhai, Changwei [2 ]
Hu, Wenhao [1 ,2 ]
机构：
[1] E China Normal Univ, Dept Chem, Shanghai 200062, Peoples R China
[2] E China Normal Univ, Inst Drug Discovery & Dev, Shanghai Engn Res Ctr Mol Therapeut & New Drug De, Shanghai 200062, Peoples R China
来源：
CHEMCATCHEM | 2011年 / 3卷 / 04期
关键词：
amino acids; asymmetric catalysis; dual catalysis; multicomponent reaction; water; MANNICH-TYPE REACTION; BRONSTED ACID; ASYMMETRIC-SYNTHESIS; COOPERATIVE CATALYSIS; 1,3-DIPOLAR CYCLOADDITIONS; MICHAEL REACTIONS; ORGANIC-SYNTHESIS; DARZENS REACTION; PHOSPHORIC-ACID; CARBONYL YLIDES;
D O I：
10.1002/cctc.201000437
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
[No abstract available]
引用
收藏
页码：653 / 656
页数：4
相关论文
共 50 条
  • [41] Palladium-Catalyzed Asymmetric Hydrogenation of N-Hydroxy-α-imino Phosphonates Using Bronsted Acid as Activator: The First Catalytic Enantioselective Approach to Chiral N-Hydroxy-α-amino Phosphonates
    Goulioukina, Nataliya S.
    Shergold, Ilya A.
    Bondarenko, Grigorii N.
    Ilyin, Mikhail M.
    Davankov, Vadim A.
    Beletskaya, Irina P.
    ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (14-15) : 2727 - 2733
  • [42] Highly diastereo- and enantioselective synthesis of multisubstituted allylic amino acid derivatives by allylic alkylation of a chiral glycine-based nickel complex and vinylethylene carbonates
    Yu, Chao
    Yu, Yuyan
    Sun, Longwu
    Li, Xinzhi
    Liu, Zhigang
    Ke, Miaolin
    Chen, Fener
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2022, 20 (24) : 4894 - 4899
  • [43] Highly enantioselective synthesis of α-tertiary chiral amino acid derivatives through rhodium-catalyzed asymmetric arylation of cyclic N-sulfonyl α-ketimino esters
    Wang, Zheng
    Xu, Ming-Hua
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2018, 16 (25) : 4633 - 4640
  • [44] Dual Organocatalytic Ion-Pair Assemblies: A Highly Efficient Approach for the Enantioselective Oxa-Michael-Mannich Reaction of Salicylic Aldehydes with Cyclohexenones
    Xia, Ai-Bao
    Xu, Dan-Qian
    Luo, Shu-Ping
    Jiang, Jun-Rong
    Tang, Jie
    Wang, Yi-Feng
    Xu, Zhen-Yuan
    CHEMISTRY-A EUROPEAN JOURNAL, 2010, 16 (03) : 801 - 804
  • [45] A novel L-amino acid ionic liquid for quick and highly efficient synthesis of oxime derivatives - An environmental benign approach
    Karthikeyan, Parasuraman
    Aswar, Sachin Arunrao
    Muskawar, Prashant Narayan
    Sythana, Suresh Kumar
    Bhagat, Pundlik Rambhau
    Kumar, Sellappan Senthil
    Satvat, Pranveer S.
    ARABIAN JOURNAL OF CHEMISTRY, 2016, 9 : S1036 - S1039
  • [46] Highly enantioselective Friedel-Crafts reaction of aromatic amines with ethyl glyoxylate catalyzed by chiral titanium(IV) complexes: Practical synthesis of aminomandelic acid derivatives
    Yuan, Y
    Wang, XW
    Li, X
    Ding, KL
    JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (01): : 146 - 149
  • [47] HIGHLY ANTI-SELECTIVE ONE-POT MULTICOMPONENT SYNTHESIS OF MANNICH-TYPE N-ACYLATED β-AMINO ACID DERIVATIVES BY COPPER OR SODIUM SALT CATALYSIS
    Bahulayan, D.
    Shinu, V. S.
    Pramitha, P.
    Arun, S.
    Sheeja, B.
    SYNTHETIC COMMUNICATIONS, 2012, 42 (08) : 1162 - 1176
  • [48] A versatile modular approach to new chiral C2-symmetrical ferrocenyl ligands:: Highly enantioselective Rh-catalyzed hydrogenation of α-acetamidoacrylic acid derivatives
    Perea, JJA
    Börner, A
    Knochel, P
    TETRAHEDRON LETTERS, 1998, 39 (44) : 8073 - 8076
  • [49] Nitrile biotransformations for the synthesis of highly enantioenriched β-hydroxy and β-amino acid and amide derivatives:: A general and simple but powerful and efficient benzyl protection strategy to increase enantioselectivity of the amidase
    Ma, Da-You
    Wang, De-Xian
    Pan, Jie
    Huang, Zhi-Tang
    Wang, Mei-Xiang
    JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (11): : 4087 - 4091
  • [50] HIGHLY EFFICIENT PREPARATION OF OPTICALLY-ACTIVE 5-HYDROXY-3-OXOESTERS BY ENANTIOSELECTIVE REACTION OF DIKETENE WITH ALDEHYDES PROMOTED BY NOVEL CHIRAL SCHIFF BASE-TITANIUM ALKOXIDE COMPLEXES
    HAYASHI, M
    TANAKA, K
    OGUNI, N
    TETRAHEDRON-ASYMMETRY, 1995, 6 (08) : 1833 - 1836
12345