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 (free Supporting Information)
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.
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Key Words
reduction of imines, reductive amination, α-amino esters, organocatalysis, Hantzsch ester
ID: J48-Y2007-1540
