期刊
SCIENCE
卷 366, 期 6468, 页码 990-+出版社
AMER ASSOC ADVANCEMENT SCIENCE
DOI: 10.1126/science.aaw9939
关键词
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资金
- National Natural Science Foundation of China [21625204, 21790332, 21532003]
- Ministry of Education of China [B06005]
- National Program for Special Support of Eminent Professionals
Aliphatic amines strongly coordinate, and therefore easily inhibit, the activity of transition-metal catalysts, posing a marked challenge to nitrogen-hydrogen (N-H) insertion reactions. Here, we report highly enantioselective carbene insertion into N-H bonds of aliphatic amines using two catalysts in tandem: an achiral copper complex and chiral amino-thiourea. Coordination by a homoscorpionate ligand protects the copper center that activates the carbene precursor. The chiral amino-thiourea catalyst then promotes enantioselective proton transfer to generate the stereocenter of the insertion product. This reaction couples a wide variety of diazo esters and amines to produce chiral alpha-alkyl alpha-amino acid derivatives.
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