Asymmetric SN1 α-Alkylation of Cyclic Ketones Catalyzed by Functionalized Chiral Ionic Liquid (FCIL) Organocatalysts

被引：78

作者：

Zhang, Long ^{[2
,3
]}

Cui, Lingyun ^{[1
]}

Li, Xin ^{[1
]}

Li, Jiuyuan ^{[1
]}

Luo, Sanzhong ^{[1
]}

Cheng, Jin-Pei ^{[2
,3
]}

机构：

[1] Chinese Acad Sci, Inst Chem, Beijing Natl Lab Mol Sci, Key Lab Mol Recognit & Funct, Beijing 100190, Peoples R China

[2] Nankai Univ, Dept Chem, Tianjin 300071, Peoples R China

[3] Nankai Univ, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2010年 / 16卷 / 07期

关键词：

alkylation; asymmetric catalysis; carbocations; chirality; ionic liquids; MICHAEL ADDITION; ALLYLIC ALKYLATION; HIGHLY EFFICIENT; ALDOL REACTION; ENANTIOSELECTIVE CYCLOPROPANATION; TRANSITION-METAL; PHASE-TRANSFER; ALDEHYDES; NUCLEOPHILICITY; PROLINE;

D O I：

10.1002/chem.200902509

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Ionic liquid works better: The first intermolecular asymmetric α-alkylation of cyclic ketones was realized by using functionalized chiral ionic liquids as catalysts. The reaction proceeded with good to excellent yields and high ee. Highly stereoselective desymmetrization of 4-substituted cyclohexanones with >99:1 d.r. and up to 87 % ee were achieved by using this protocol. (Chemical Equation Representation). © 2010 Wiley-VCH Verlag GmbH & Co. KGaA,.

引用

页码：2045 / 2049

页数：5