期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 22, 期 28, 页码 9478-9482出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201601573
关键词
aza-Friedel-Crafts reaction; enantioselectivity; imidazoline; ketimine; organocatalysis
资金
- MEXT (Japan) [26105727, 26410117]
- Tokuyama Science Foundation
- Grants-in-Aid for Scientific Research [26105727, 26410117] Funding Source: KAKEN
Organocatalytic enantioselective aza-Friedel-Crafts reactions of cyclic ketimines with pyrroles or indoles were catalyzed by imidazoline/phosphoric acid catalysts. The reaction was applied to various 3H-indol-3-ones to afford products in excellent yields and enantioselectivities. The chiral catalysts can be recovered by a single separation step using column chromatography and are reusable without further purification. Based on the experimental investigations, a possible transition state has been proposed to explain the origin of the asymmetric induction.
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