期刊
ACS CATALYSIS
卷 9, 期 11, 页码 10070-10076出版社
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.9b03076
关键词
alkene difunctionalization; amino oxygenation; copper catalysis; 1,3-diene
资金
- Duke University
- National Institutes of Health [GM118786]
- GAANN fellowship from US Department of Education [P200A150114]
A three-component reaction for 1,2-amino oxygenation of 1,3-dienes has been achieved using O-acyl hydroxylamines and carboxylic acids. The reaction occurs through copper-catalyzed amination of olefins followed by nucleophilic addition of carboxylic acids, offering high levels of chemo-, regio-, and site-selectivity. The method is effective for both terminal and internal 1,3-dienes, including those bearing multiple, unsymmetrical substituents. The amino oxygenation conditions also exhibited remarkable selectivity toward 1,3-dienes over alkenes, good tolerance of sensitive functional groups, and reliable scalability.
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