Organic Chemistry Portal



A New Catalyst for the Asymmetric Henry Reaction: Synthesis of β-Nitroethanols in High Enantiomeric Excess

James D. White * and Subrata Shaw

*Department of Chemistry, Oregon State University, Corvallis, Oregon 97331, United States, Email:

J. D. White, S. Shaw, Org. Lett., 2012, 14, 6270-6273.

DOI: 10.1021/ol3030023


A complex of copper(I) and a chiral tetrahydrosalen ligand was an efficient catalyst for the asymmetric Henry reaction, producing nitroaldol products in high yield and good stereoselectivity. Henry reactions catalyzed by this tetrahydrosalen-Cu(I) complex led to syntheses of β-adrenergic blocking agents (S)-toliprolol, (S)-moprolol, and (S)-propanolol.

see article for more examples

Key Words

Henry Reaction

ID: J54-Y2012-3910