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Asymmetric Induction of Chiral 1,1''''-Bis(oxazolinyl)ferrocenes as Ligands in Metal-Catalyzed Cyclopropanation and Diels-Alder Reactions
引用本文:Zhen QIAO1,Xue Yan SHI2,Qing Hua BIAN2,Shi Cong HOU2,Min WANG2* 1Shandong Pesticide Research Institute,Jinan 250100 2College of Sciences,China Agricultural University,Beijing 100094. Asymmetric Induction of Chiral 1,1''''-Bis(oxazolinyl)ferrocenes as Ligands in Metal-Catalyzed Cyclopropanation and Diels-Alder Reactions[J]. 中国化学快报, 2004, 15(9)
作者姓名:Zhen QIAO1  Xue Yan SHI2  Qing Hua BIAN2  Shi Cong HOU2  Min WANG2* 1Shandong Pesticide Research Institute  Jinan 250100 2College of Sciences  China Agricultural University  Beijing 100094
作者单位:Zhen QIAO1,Xue Yan SHI2,Qing Hua BIAN2,Shi Cong HOU2,Min WANG2* 1Shandong Pesticide Research Institute,Jinan 250100 2College of Sciences,China Agricultural University,Beijing 100094
摘    要:Bis(oxazoline) ligands1 have been successfully used in a variety of metal-catalyzed asymmetric reactions, such as cyclopropanation, allylic oxidation reactions, etc; Chiral ferrocene derivatives2 have also been proved as effective ligands in numerous asymmetric reactions, for example, chiral ferrocenylphosphines exhibited high enantioselectivity for the reduction of olefins, Heck reactions and Aldol reactions of aldehydes. These results stimulated us to study the behaviour the bis(oxazoline) …


Asymmetric Induction of Chiral 1,1(-Bis(oxazolinyl)ferrocenes as Ligands in Metal-Catalyzed Cyclopropanation and Diels-Alder Reactions
Zhen QIAO,Xue Yan SHI,Qing Hua BIAN,Shi Cong HOU,Min WANG Shandong Pesticide Research Institute,Jinan College of Sciences,China Agricultural University,Beijing. Asymmetric Induction of Chiral 1,1(-Bis(oxazolinyl)ferrocenes as Ligands in Metal-Catalyzed Cyclopropanation and Diels-Alder Reactions[J]. Chinese Chemical Letters, 2004, 15(9)
Authors:Zhen QIAO  Xue Yan SHI  Qing Hua BIAN  Shi Cong HOU  Min WANG Shandong Pesticide Research Institute  Jinan College of Sciences  China Agricultural University  Beijing
Affiliation:Zhen QIAO1,Xue Yan SHI2,Qing Hua BIAN2,Shi Cong HOU2,Min WANG2* 1Shandong Pesticide Research Institute,Jinan 250100 2College of Sciences,China Agricultural University,Beijing 100094
Abstract:Four chiral 1,1?bis(oxazolinyl)ferrocenes(1a-1d) have been prepared and used as ligands in the copper catalyzed asymmetric cyclopropanation of styrene with ethyl diazoacetate (EDA) and the magnesium catalyzed Diels-Alder reaction between 3-acryloyl-2-oxazolidinone and cyclopentadiene. Enantioselectivities up to 24% and 41%, respectively, for cyclopropanation and Diels-Alder reaction were observed.
Keywords:Asymmetric induction   1  1-bis(oxazolinyl)ferrocene   ligand   cyclopropanation   Diels- Alder reaction.
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