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

页码：2597 / 2601

页数：5

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