Enantioselective reduction of N-alkyl ketimines with frustrated Lewis pair catalysis using chiral borenium ions

被引：27

作者：

Mercea, Dan M. ^{[1
]}

Howlett, Michael G. ^{[1
]}

Piascik, Adam D. ^{[1
]}

Scott, Daniel J. ^{[1
]}

Steven, Alan ^{[2
]}

Ashley, Andrew E. ^{[1
]}

Fuchter, Matthew J. ^{[1
]}

机构：

[1] Imperial Coll London, Mol Sci Res Hub, Dept Chem, White City Campus,Wood Lane, London W12 0BZ, England

[2] AstraZeneca PT&D, Charter Way, Macclesfield SK10 2NA, Cheshire, England

来源：

CHEMICAL COMMUNICATIONS | 2019年 / 55卷 / 49期

基金：

英国工程与自然科学研究理事会;

关键词：

HETEROCYCLIC CARBENE LIGANDS; H BOND ACTIVATION; ASYMMETRIC HYDROGENATION; B(C6F5)(3)-CATALYZED HYDROSILATION; BORANE; IMINES; ACIDITY; HYDROSILYLATION; POLYMERIZATION; BORYLATION;

D O I：

10.1039/c9cc02900a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Enantioselective reduction of ketimines was demonstrated using chiral N-heterocyclic carbene (NHC)-stabilised borenium ions in frustrated Lewis pair catalysis. High levels of enantioselectivity were achieved for substrates featuring secondary N-alkyl substituents. Comparative reactivity and mechanistic studies identify key determinants required to achieve useful enantioselectivity and represent a step forward in the further development of enantioselective FLP methodologies.

引用

页码：7077 / 7080

页数：4

共 44 条

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