Tetrahedron: Asymmetry

Enantioselective addition of dialkylzinc reagents to N-(diphenylphosphinoyl) imines catalyzed by β-aminoalcohols with the prolinol skeleton

R Almansa, D Guijarro, M Yus

Index: Almansa, Raquel; Guijarro, David; Yus, Miguel Tetrahedron Asymmetry, 2007 , vol. 18, # 23 p. 2828 - 2840

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Citation Number: 29

Abstract

Several β-aminoalcohols with the prolinol framework are shown to be very efficient catalysts for the enantioselective addition of dialkylzinc reagents to N-(diphenylphosphinoyl) imines. The use of 0.5 equiv of the catalyst leads to the expected addition products in good yields and with ee up to 94% in a reaction time of only 4h at room temperature. This ee is the highest value reported so far using 0.5 equiv of an aminoalcohol as a promoter. High ...