Facile synthesis of C-2-symmetric tridentate bis(thiazoline) and bis(oxazoline) ligands and their application in the enantioselective Henry reaction | |
Lu, SF ; Du, DM ; Zhang, SW ; Xu, JX | |
刊名 | tetrahedron asymmetry
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2004 | |
关键词 | ASYMMETRIC NITROALDOL REACTION NOZAKI-HIYAMA ALLYLATION BISOXAZOLINE LIGANDS BINOL COMPLEXES BIS(OXAZOLINYL)PYRIDINE PYBOX CATALYTIC CYCLOPROPANATION TRANSFER HYDROGENATION ZINC(II) PERCHLORATE ADDITION-REACTIONS AMINO-ALCOHOLS |
DOI | 10.1016/j.tetasy.2004.09.011 |
英文摘要 | A series of novel C-2-symmetric bis(thiazoline) ligands with a diphenylamine backbone as a linkage between two thiazoline rings were synthesized by the use of the simple reagent phosphorus pentasulfide. Their application in the catalytic asymmetric Henry reaction of alpha-keto esters was investigated with comparison to the corresponding bis(oxazoline) ligands. Cu(II)-bis(oxazoline) complexes furnished moderate enantioselectivities (up to 60% ee), while Cu(II)-bis(thiazoline) complexes gave higher enantioselectivities (up to 70% ee) with neat nitromethane. The enantioselectivity was improved when a halogenated solvent, such as CH2Cl2 was used (up to 82% ee), but the yield obtained lower than that in neat reactions. (C) 2004 Elsevier Ltd. All rights reserved.; Chemistry, Inorganic & Nuclear; Chemistry, Organic; Chemistry, Physical; SCI(E); 128; ARTICLE; 21; 3433-3441; 15 |
语种 | 英语 |
内容类型 | 期刊论文 |
源URL | [http://ir.pku.edu.cn/handle/20.500.11897/254767] ![]() |
专题 | 化学与分子工程学院 |
推荐引用方式 GB/T 7714 | Lu, SF,Du, DM,Zhang, SW,et al. Facile synthesis of C-2-symmetric tridentate bis(thiazoline) and bis(oxazoline) ligands and their application in the enantioselective Henry reaction[J]. tetrahedron asymmetry,2004. |
APA | Lu, SF,Du, DM,Zhang, SW,&Xu, JX.(2004).Facile synthesis of C-2-symmetric tridentate bis(thiazoline) and bis(oxazoline) ligands and their application in the enantioselective Henry reaction.tetrahedron asymmetry. |
MLA | Lu, SF,et al."Facile synthesis of C-2-symmetric tridentate bis(thiazoline) and bis(oxazoline) ligands and their application in the enantioselective Henry reaction".tetrahedron asymmetry (2004). |
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