期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 58, 期 3, 页码 897-901出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201813071
关键词
asymmetric catalysis; C-C activation; cyclobutanone; palladium; quaternary stereocenters
资金
- National Natural Science Foundation of China [21472031]
- Zhejiang Provincial Natural Science Foundation of China [LY18B020013, LZ18B020001]
A palladium-catalyzed enantioselective sequential ring-opening/cross-coupling of cyclobutanones is disclosed that provides chiral indanones bearing C3-quaternary stereocenters. The reaction process involves palladium-catalyzed nucleophilic addition of cyclobutanones and aryl halides, enantioselective beta-carbon elimination, and intermolecular trapping of a transient sigma-alkylpalladium complex with boronic acids. Alternatively, an intramolecular cyclopropanation is realized through C-H bond functionalization in the absence of external coupling reagents, affording chiral cyclopropane-fused-indanones in good yields and enantioselectivity.
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