Development of the first Bronsted acid assisted enantioselective Bronsted acid catalyzed direct Mannich reaction

被引:89
作者
Rueping, Magnus [1 ]
Sugiono, Erli [1 ]
Schoepke, Fenja R. [1 ]
机构
[1] Goethe Univ Frankfurt, Inst Organ Chem & Chem Biol, D-60438 Frankfurt, Germany
关键词
Mannich reaction; organocatalysis; Bronsted acid; BINOL-phosphate; cooperative catalysis;
D O I
10.1055/s-2007-980369
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We here describe the development of the first enantioselective Bronsted acid assisted chiral Bronsted acid catalyzed direct Mannich reaction of acetophenone with various aldimines. The re-action proceeds in the presence of a chiral and an achiral Bronsted acid which simultaneously activate the ketone and aldimine to give the corresponding beta-amino ketones with good enantioselectivities and without the necessity of enolate preformation.
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页码:1441 / 1445
页数:5
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