The development and application of chiral trisoxazolines in asymmetric catalysis and molecular recognition

被引:125
作者
Zhou, J [1 ]
Tang, Y [1 ]
机构
[1] Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China
关键词
D O I
10.1039/b408712g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The development of suitable ligands that upon coordination to a metal facilitate enantioselective reactions or are able to selectively recognize a molecule are fundamental endeavours in organic chemistry. Chiral ligands that contain one or two oxazoline groups have been extensively studied and applied successfully to many metal catalyzed reactions. Accordingly, the development and application of chiral trisoxazolines has received increasing attention in the last decade. This tutorial review covers the synthetic methods for the preparation of chiral trisoxazolines, the application of chiral trisoxazolines in asymmetric catalysis and molecular recognition.
引用
收藏
页码:664 / 676
页数:13
相关论文
共 43 条
[21]   Synthesis of C1-symmetric chiral tripodal oxazolines through an oxazoline exchange reaction with amino alcohols [J].
Kim, SG ;
Seong, HR ;
Kim, J ;
Ahn, KH .
TETRAHEDRON LETTERS, 2004, 45 (37) :6835-6838
[22]   Crucial role of three-center hydrogen bonding in a challenging chiral molecular recognition [J].
Kim, SG ;
Kim, KH ;
Kim, YK ;
Shin, SK ;
Ahn, KH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (45) :13819-13824
[23]   Unprecedented chiral molecular recognition in a C3-symmetric environment [J].
Kim, SG ;
Kim, KH ;
Jung, J ;
Shin, SK ;
Ahn, KH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (04) :591-596
[24]   Enantioselective Michael addition catalyzed by chiral tripodal oxazoline-tBuOK complexes [J].
Kim, SG ;
Ahn, KH .
TETRAHEDRON LETTERS, 2001, 42 (25) :4175-4177
[25]  
Kohmura Y, 1997, SYNLETT, P1456
[26]  
Kohmura Y, 1999, SYNLETT, P1231
[27]   Asymmetric allylic oxidation of cycloalkenes using a tridentate tris(oxazoline) ligand as a chiral auxiliary [J].
Kohmura, Y ;
Katsuki, T .
TETRAHEDRON LETTERS, 2000, 41 (20) :3941-3945
[28]   β-lactam synthesis by the Kinugasa reaction [J].
Marco-Contelles, J .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (17) :2198-2200
[29]   Recent developments in the application of oxazoline-containing ligands in asymmetric catalysis [J].
McManus, HA ;
Guiry, PJ .
CHEMICAL REVIEWS, 2004, 104 (09) :4151-4202
[30]  
Moberg C, 1998, ANGEW CHEM INT EDIT, V37, P248, DOI 10.1002/(SICI)1521-3773(19980216)37:3<248::AID-ANIE248>3.0.CO