1432619-11-8Relevant articles and documents
Organocatalytic asymmetric Michael addition of 5 H -oxazol-4-ones to nitroolefins
Qiao, Baokun,An, Yongqiang,Liu, Qian,Yang, Wenguo,Liu, Hongjun,Shen, Juan,Yan, Lin,Jiang, Zhiyong
supporting information, p. 2358 - 2361 (2013/06/27)
The first organocatalytic asymmetric Michael addition of 5H-oxazol-4-ones to nitroolefins has been developed. In the presence of easily prepared l-tert-leucine-derived tertiary amine/thiourea catalyst, the Michael addition of 5H-oxazol-4-ones to nitroolefins proceeded in an excellent diastereo- and enantioselective manner (up to 99% ee and >19:1 dr). The Michael adducts obtained are valuable precursors for the synthesis of chiral α-alkyl-α-hydroxy carboxylic acid derivatives, which represent a series of versatile building blocks in many biologically active compounds.
