期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 53, 期 13, 页码 3436-3441出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201310491
关键词
asymmetric catalysis; -amino amides; BOROX catalyst; multicomponent reactions; Ugi reaction
资金
- National Institute of General Medical Sciences [GM094478]
The first chiral catalyst for the three-component Ugi reaction was identified as a result of a screen of a large set of different BOROX catalysts. The BOROX catalysts were assembled insitu from a chiral biaryl ligand, an amine, water, BH3SMe2, and an alcohol or phenol. The catalyst screen included 13 different ligands, 12 amines, and 47 alcohols or phenols. The optimal catalyst system (LAP 8-5-47) provided -amino amides from an aldehyde, a secondary amine, and an isonitrile with excellent asymmetric induction. The catalytically active species is proposed to be an ion pair that consists of the chiral boroxinate anion and an iminium cation.
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