Highly Enantioselective Friedel-Crafts Reaction of Indole with Alkylidenemalonates Catalyzed by Heteroarylidene Malonate-Derived Bis(oxazoline) Copper(II) Complexes

被引：36

作者：

Sun, Yan-Jin ^{[1
]}

Li, Nan ^{[1
]}

Zheng, Zhong-Bo ^{[1
]}

Liu, Lei ^{[1
]}

Yu, Yan-Bo ^{[1
]}

Qin, Zhao-Hai ^{[1
]}

Fu, Bin ^{[1
]}

机构：

[1] China Agr Univ, Dept Appl Chem, Beijing 100193, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2009年 / 351卷 / 18期

关键词：

asymmetric catalysis; bis(oxazolines); Friedel-Crafts reaction; heteroarylidenemalonates; indoles; ASYMMETRIC MICHAEL ADDITION; BIS(OXAZOLINYL)PYRIDINE-SCANDIUM(III) TRIFLATE COMPLEXES; DIELS-ALDER REACTIONS; LIGAND BITE-ANGLE; BENZYLIDENE MALONATE; 2-ACYL IMIDAZOLES; ARYLID-BOX; ALKYLATION; NITROALKENES; IMINES;

D O I：

10.1002/adsc.200900669

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A series of cheap and easily accessible heteroarylidenemalonate-derived bis(oxazoline) ligands 1 and 2 were synthesized and their copper(II) complexes were applied to the catalytic Friedel-Crafts reaction between indoles and diethyl alkylidenemalonates, Excellent asymmetric enantioselectivities were afforded for the S-enantiomer (up to > 99% ee) in isobutyl alcohol, and the R-enantiomer (up to 96.5% ee) in dichloromethane.

引用

页码：3113 / 3117

页数：5

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