A Vaulted Biaryl Phosphoric Acid-Catalyzed Reduction of α-Imino Esters: The Highly Enantioselective Preparation of α-Amino Esters
Guilong Li, Yuxue Liang and Jon C. Antilla*
*Department of Chemistry, University of South Florida, 4202 East Fowler
Avenue CHE205A, Tampa, Florida 33620, Email: jantilla
cas.usf.edu
G. Li, Y. Liang, J. C. Antilla, J. Am. Chem. Soc., 2007, 129, 5830-5831.
DOI: 10.1021/ja070519w
Abstract
α-Imino esters derived from aryl and alkyl keto esters could be reduced to the corresponding α-amino esters in excellent yields and in high enantiomeric excesses using 5 mol-% of a chiral phosphoric acid as catalyst, Hantzsch ester as hydride donor, and toluene as solvent.
see article for more examples
Highly Enantioselective Hydrogenation of Enamides Catalyzed by Chiral Phosphoric Acids
G. Li, J. C. Antilla, Org. Lett., 2009, 11, 1075-1078.
Key Words
reduction of imines, reductive amination, α-amino esters, organocatalysis, Hantzsch ester
ID: J48-Y2007-1540
