Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5274620 | Tetrahedron Letters | 2008 | 4 Pages |
A series of all-carbon olefins react with glyoxylate derived imines in the presence of a phosphonic acid through an ene reaction. The isolation of the α-aminoester products is a clear indication that Brønsted acids efficiently promote the imino-ene reaction with hydrocarbon nucleophiles to deliver functionalized α-aminoesters in good yield. The reaction scope and preliminary mechanistic investigations are discussed.
Graphical abstractA series of all-carbon olefins react with glyoxylate-derived imines in the presence of a phosphonic acid through an ene reaction. The isolation of the α-aminoester products is a clear indication that Bronsted acids efficiently promote the imino-ene reaction with hydrocarbon nucleophiles to deliver functionalized α-aminoesters in good yield. The reaction scope and preliminary mechanistic investigations are discussed.Download full-size image