Enantioselective H-Bond-Directing Approach for Trienamine-mediated Reactions in Asymmetric Synthesis

被引:96
|
作者
Albrecht, Lukasz [1 ]
Acosta, Fabio Cruz [1 ]
Fraile, Alberto [1 ]
Albrecht, Anna [1 ]
Christensen, Jannie [1 ]
Jorgensen, Karl Anker [1 ]
机构
[1] Aarhus Univ, Dept Chem, Ctr Catalysis, DK-8000 Aarhus C, Denmark
关键词
asymmetric synthesis; organocatalysis; synthetic methods; tetrahydroxanthones; trienamines; DIELS-ALDER REACTION; DIENAMINE CATALYSIS; ALPHA; BETA-UNSATURATED ALDEHYDES; GAMMA-ALKYLATION; NATURAL-PRODUCTS; HYDROGEN-BOND; ORGANOCATALYSIS; DERIVATIVES; ACTIVATION; STRATEGY;
D O I
10.1002/anie.201204790
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Right direction: The presented enantioselective strategy for the preparation of diversely functionalized tetrahydroxanthones is based on a trienamine-mediated cycloaddition between 2,4-dieneals and activated chromones. It is possibile to control the stereochemical outcome of such reactions by employing an H-bond-directing aminocatalyst. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:9088 / 9092
页数:5
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