29863-93-2

Upstream product

• 299-42-3 ephedrine 
• 1122-91-4 4-bromo-benzaldehyde 

Downstream Products

• 86392-56-5 (2S,4S,5R)-2-(p-bromophenyl)-3,4-dimethyl-5-phenyloxazolidine 
• 131214-17-0 (1R,2S,1'S)-2-amino>-1-phenylpropanol 
• 131320-27-9 (1R,2S)-2-{[(R)-1-(4-Bromo-phenyl)-ethyl]-methyl-amino}-1-phenyl-propan-1-ol 

Relevant academic research and scientific papers

STEREOCHEMISTRY-60 KINETIC CONTROL OF ASYMMETRIC INDUCTION DURING OXAZOLIDINE FORMATION FROM (-)-EPHEDRINE AND AROMATIC ALDEHYDES

Kinetically controlled oxazolidine formation was observed with aromatic aldehydes substituted by electron-withdrawing groups.The stereoselectivity is solvent dependent: non-stereoselective ring closure occurred in chloroform while a high diastereodifferentiation was observed in methanol.The first oxazolidine showing an unambiguous 2R configuration was synthesized from p-bromobenzaldehyde and (-)-ephedrine in alcohol medium.A mechanism involving a nucleophilic assistance by alcoholic solvents is suggested in order to clarify the differences in stereoselectivity.