A structural examination of the impact of oxygenated side chains in Ephedra compounds in the catalytic asymmetric addition of diethylzinc to aldehydes

MA Dean, SR Hitchcock

Index: Dean, Melissa A.; Hitchcock, Shawn R. Tetrahedron Asymmetry, 2009 , vol. 20, # 20 p. 2351 - 2356

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Citation Number: 10

Abstract

An investigation of the impact of oxygenated side chains in Ephedra compounds on the catalytic asymmetric addition of diethylzinc to aldehydes has been conducted.(1R, 2S)- Ephedrine and (1S, 2S)-pseudoephedrine were alkylated with either alkyl halides or β- alkoxyalkyl halides to afford a series of ligands 9a–h and 10a–h. These compounds were employed in the enantioselective addition of diethylzinc to a variety of aldehydes. It was ...