期刊
NATURE CATALYSIS
卷 5, 期 6, 页码 571-+出版社
NATURE PORTFOLIO
DOI: 10.1038/s41929-022-00779-2
关键词
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资金
- National Natural Science Foundation of China [21790332, 91956000]
This study introduces a strategy for directly preparing chiral alpha-amino acids from ammonia. The cooperative action of copper complexes and chiral hydrogen-bond donors enables enantioselective construction of C-N bonds, achieving high yield and enantioselectivity. The method allows for the production of natural and non-natural chiral alpha-amino acids with various applications.
Metal-catalysed reactions involving ammonia gas are plagued by ammonia's strong Lewis basicity, which leads to poor chemoselectivity and enantioselectivity. Here we introduce a strategy for preparing chiral alpha-amino acids directly from ammonia. By the cooperative action of copper complexes and chiral hydrogen-bond donors, enantioselective insertion of carbenes into the N-H bond of ammonia can construct C-N bonds in excellent yield and enantioselectivity. Using this method, we coupled a wide variety of diazoesters with ammonia to produce natural and non-natural chiral alpha-amino acids, which have a wide range of applications in pharmaceutical and biochemistry research. Our work provides a general method for asymmetric transformations involving ammonia.
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