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题名: Electronic and steric effects of bis(oxazolinyl)pyridine ligands on asymmetric Diels-Alder reactions
作者: Wang, Hong2;  Wang, Hongming3;  Liu, Peng2;  Yang, Hengquan2;  Xiao, Hanliang1, 2;  Li, Can2
关键词: Diels-Alder reaction ;  bis(oxazolinyl)pyridine ligands ;  asymmetric catalysis ;  electronic effects ;  steric effects
刊名: JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL
发表日期: 2008-04-18
DOI: 10.1016/j.molcata.2008.01.033
卷: 285, 期:1-2, 页:128-131
收录类别: SCI
文章类型: Article
WOS标题词: Science & Technology ;  Physical Sciences
类目[WOS]: Chemistry, Physical
研究领域[WOS]: Chemistry
英文摘要: A series of bis(oxazolinyl)pyridine (Pybox) ligands, with different electronic and steric properties were synthesized and evaluated in the Sc(III)catalyzed asymmetric Diels-Alder reaction of alkenoyl-1,3-oxazolidin-2-ones with cyclopentadiene. The results show that electron-withdrawing groups increase the enantioselectivity, which is more significantly influenced by steric effects arising near the metal center. Up to 96% ee was obtained under mild reaction conditions when using a ligand containing the sterically bulky tBu substituent and electron-withdrawing chloride. (c) 2008 Elsevier B.V. All rights reserved.
关键词[WOS]: ENANTIOSELECTIVE REACTIONS ;  PYBOX SUBSTITUENTS ;  EFFICIENT CATALYST ;  COMPLEXES ;  CYCLOPENTADIENE ;  PYRIDINE-BIS(OXAZOLINE) ;  HYDROSILYLATION ;  BIS(OXAZOLINE) ;  INDUCTION ;  HAMMETT
语种: 英语
WOS记录号: WOS:000256178900017
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/141212
Appears in Collections:中国科学院大连化学物理研究所_期刊论文

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作者单位: 1.Univ Liverpool, Dept Chem, Liverpool L69 7ZD, Merseyside, England
2.Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Catalysis, Dalian 116023, Peoples R China
3.Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Mol React Dynam, Dalian 116023, Peoples R China

Recommended Citation:
Wang, Hong,Wang, Hongming,Liu, Peng,et al. Electronic and steric effects of bis(oxazolinyl)pyridine ligands on asymmetric Diels-Alder reactions[J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL,2008,285(1-2):128-131.
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