期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 59, 期 39, 页码 17239-17244出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202006757
关键词
asymmetric catalysis; azidopiperidines; oxidative amination; palladium; unactivated alkenes
资金
- National Nature Science Foundation of China [21532009, 21971255, 21821002, 21790330, 21761142010]
- Science and Technology Commission of Shanghai Municipality [19590750400, 17JC1401200]
- strategic Priority Research Program of the Chinese Academy of Sciences [XDB20000000]
- Key Research Program of Frontier Science of the Chinese Academy of Sciences [QYZDJSSW-SLH055]
- Open Project Program of Key Laboratory of Functional Small Organic Molecule, Ministry of Education, Jiangxi Normal University [KLFS-KF-201902]
The first Pd-catalyzed enantioselective azidation of unactivated alkenes has been established by using readily accessible 1-azido-1,2-benziodoxol-3(1H)-one (ABX) as an azidating reagent, which affords a wide variety of structurally diverse 3-N-3-substituted piperidines in good yields with excellent enantioselectivity. The reaction features good functional-group compatibility and mild reaction conditions. Notably, both an electrophilic azidating reagent and the sterically bulky chiral pyridinyl-oxazoline (Pyox) ligand are crucial to the successful reaction.
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