Iminium Catalysis inside a Self-Assembled Supramolecular Capsule: Modulation of Enantiomeric Excess

被引：83

作者：

Braeuer, Thomas M. ^{[1
]}

Zhang, Qi ^{[1
]}

Tiefenbacher, Konrad ^{[2
]}

机构：

[1] Tech Univ Munich, Dept Chem, Lichtenbergstr 4, D-85747 Garching, Germany

[2] Univ Basel, Dept Chem, St Johannsring 19, CH-4056 Basel, Switzerland

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2016年 / 55卷 / 27期

关键词：

enantioselectivity; host-guest systems; iminium catalysis; organocatalysis; supramolecular chemistry; HEXAMERIC RESORCINARENE CAPSULE; AZA-COPE REARRANGEMENT; BASIC SOLUTION; NAZAROV CYCLIZATION; DIFFUSION NMR; ALPHA; BETA-UNSATURATED ALDEHYDES; ORTHOFORMATE HYDROLYSIS; TRANSFER HYDROGENATION; MOLECULAR CAPSULES; ENZYME MIMICS;

D O I：

10.1002/anie.201602382

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The noncovalent combination of a supramolecular host with iminium organocatalysis is described. Due to cation-pi interactions the reactive iminium species is held inside the host and reacts in this confined environment. The products formed differ up to 92% ee from the control experiments without added host. A model rationalizing the observed difference is presented.

引用

页码：7698 / 7701

页数：4

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