Department of Chemistry and Chemical Biology, Rutgers, The State University of New Jersey, Piscataway, New Jersey 08854, United States.
Org Lett. 2010 Nov 5;12(21):5064-7. doi: 10.1021/ol1023932.
Enamine catalysis enables the first catalytic enantioselective Friedländer reaction. The desymmetrization of 4-substituted cyclohexanones upon reaction with o-aminobenzaldehydes allows for the synthesis of quinolines with remote stereogenic centers. These heterocycles, which are obtained with high levels of enantioselectivity, serve as precursors for chiral tacrine analogues.
Enamine 催化实现了首例催化对映选择性 Friedländer 反应。4-取代环己酮与邻氨基苯甲醛反应的去对称化反应,可用于合成具有远程手性中心的喹啉。这些具有高对映选择性的杂环化合物可作为手性他克林类似物的前体。