Highly Enantioselective Intermolecular Hydroamination of Allylic Amines with Chiral Aldehydes as Tethering Catalysts

被引：60
|
作者：
MacDonald, Melissa J. [1 ]
Hesp, Colin R. [1 ]
Schipper, Derek J. [1 ]
Pesant, Marc [2 ]
Beauchemin, Andre M. [1 ]
机构：
[1] Univ Ottawa, Dept Chem, Ctr Catalysis Res & Innovat, Ottawa, ON K1N 6N5, Canada
[2] Boehringer Ingelheim Canada Ltd, Laval, PQ H7S 2G5, Canada
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2013年 / 19卷 / 08期
基金：
加拿大自然科学与工程研究理事会;
关键词：
asymmetric catalysis; hydroamination; hydroxylamines; tethered reactions; vicinal diamines; COPE-TYPE HYDROAMINATION; HYDROXYL-DIRECTED METHANOLYSIS; ASYMMETRIC HYDROAMINATION; INDUCED INTRAMOLECULARITY; ALPHA-AMINONITRILES; CARBONYL-COMPOUNDS; STRECKER SYSTEMS; ALKENES; STRATEGY; ALLYLAMINES;
D O I：
10.1002/chem.201203462
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Chirally LinkedIn: Chiral aldehydes are effective tethering catalysts for enantioselective intermolecular hydroamination, which provides access to vicinal diamine motifs in good yields and excellent enantioselectivities (see scheme). This work highlights simple chiral α-oxygenated aldehydes as effective organocatalysts capable of efficiently inducing asymmetry through transient intramolecularity. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：2597 / 2601
页数：5
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