Scandium-bipyridine-catalyzed enantioselective aminolysis of meso-epoxides

被引：82

作者：

Mai, Enzo ^{[1
]}

Schneider, Christoph ^{[1
]}

机构：

[1] Univ Leipzig, Inst Organ Chem, D-04103 Leipzig, Germany

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2007年 / 13卷 / 09期

关键词：

amino alcohols; aminolysis; asymmetric catalysis; epoxides; scandium bipyridine;

D O I：

10.1002/chem.200601307

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The scandium-bipyridine-catalyzed enantioselective addition of anilines and O-alkyl hydroxylamines to meso-epoxides has been optimized and extended to a broad range of epoxides and amines. Whereas aromatic meso-epoxides generally furnished the corresponding 1.2-amino alcohols in excellent enantioselectivities, aliphatic mesoepoxides only gave rise to moderate enantioselectivities in the aminolysis. The catalyst loading may be lowered to just 5 mol % with only marginal effects on yield and enantioselectivity. A strong positive nonlinear effect has been observed, pointing to aggregation phenomena of the catalyst.

引用

页码：2729 / 2741

页数：13

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