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Z. Naturforsch. 2013,
68b, 57 – 63
doi:10.5560/ZNB.2013-2228
Synthesis of Stable Acyclic Aminals Derived from l-(+)-Aspartic Acid and Their Application in Asymmetric Henry Reactions
Department of Chemistry, Faculty of Science, Ege University, 35100, Izmir, Turkey
Reprint requests to Dr. G. Koz. E-mail:
gamzedoganer@yahoo.com
Received August 21, 2012 / published online January 10, 2013
A series of stable acyclic aminals derived from L-(+)-aspartic acid were synthesized in excellent yields (up to 96 %) and characterized by spectroscopic methods. They were applied as enantioselective catalysts in Henry reactions of nitromethane with various aldehydes in the presence of Cu(II) ions, affording the corresponding adducts in high yields (up to 90 %) and enantioselectivities (up to 92 % ee).
Key words: Acyclic Aminals, l-(+)-Aspartic Acid, Enantioselective Henry Reaction