期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 70, 期 14, 页码 5665-5670出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo050762i
关键词
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A protocol for the enantioselective nitro-Mannich coupling between alkyl, aryl, and heterocyclic p-methoxybenzylimines and trimethylsilylnitropropanate catalyzed by a chiral Bu-t-BOX Cu(II) catalyst is described. It uses the lowest reported loading of commercially available metal catalyst and chiral ligand, and gives the highest yields and selectivities for a broad substrate range including nonaromatic aldimines. The resultant beta-nitroamines are obtained in 70-94% enantiomeric excess in good yield and can be readily reduced to synthetically useful 1,2-diamines.
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