期刊
CHEMICAL SCIENCE
卷 12, 期 38, 页码 12676-12681出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/d1sc04210f
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资金
- Chinese Scholarship Council (CSC)
This study introduces a copper-catalyzed enantioselective hydroaminocarbonylation method for constructing alpha-chiral secondary amides. The method shows high yields and high levels of enantioselectivity under very mild conditions. Additionally, alpha,beta-Unsaturated secondary amides can be produced by using alkynes as the substrate.
Secondary amides are omnipresent structural motifs in peptides, natural products, pharmaceuticals, and agrochemicals. The copper-catalyzed enantioselective hydroaminocarbonylation of alkenes described in this study provides a direct and practical approach for the construction of alpha-chiral secondary amides. An electrophilic amine transfer reagent possessing a 4-(dimethylamino)benzoate group was the key to the success. This method also features broad functional group tolerance and proceeds under very mild conditions, affording a set of alpha-chiral secondary amides in high yields (up to 96% yield) with unprecedented levels of enantioselectivity (up to >99% ee). alpha,beta-Unsaturated secondary amides can also be produced though the method by using alkynes as the substrate.
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