Catalytic addition of homoenolates to imines - The Homo-Mannich reaction

被引：13

作者：

Abbas, M

Neuhaus, C

Krebs, B

Westermann, B

机构：

[1] Leibniz Inst Plant Biochem, Dept Bioorgan Chem, D-06120 Halle An Der Saale, Germany

[2] Univ Gesamthsch Paderborn, Dept Chem, D-33095 Paderborn, Germany

来源：

SYNLETT | 2005年 / 03期

关键词：

asymmetric catalysis; amino acids; Lewis acids; homoenolates; Mannich reaction;

D O I：

10.1055/s-2005-862378

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

For the first time, homo-Mannich reactions with unmasked homoenolates have been achieved by adding homoenolate precursor 1 and imines 5. The key to this reaction is the right choice of the Lewis acids - Cu(OTf)(2) proved to be most suitable for preparing the homoenolate and activation of the imine. An asymmetric catalytic version of this reaction is provided by using chiral, non-racemic phenyl-derived bisoxazolidine as ligand for the Lewis acid.

引用

页码：473 / 476

页数：4

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