191927-40-9

Upstream product

• 191927-34-1 (2R,4S)-2,4-Dimethyl-5-phenyl-pentanoic acid ((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide 
• 191927-36-3 (2R,4S)-2,4-Dimethyl-5-phenyl-pentan-1-ol 
• 191927-33-0 (R)-1-iodo-2-methyl-3-phenylpropane 
• 159345-06-9 (2R)-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N,2-dimethyl-3-phenylpropionamide 
• 100-39-0 benzyl bromide 
• 77943-96-5 (2R)-2-methyl-3-phenyl-1-propanol 
• 90-82-4 pseudoephedrine 
• 159213-03-3 N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylpropionamide 
• 191927-38-5 ((2S,4R)-5-Iodo-2,4-dimethyl-pentyl)-benzene 

Relevant academic research and scientific papers

Asymmetric synthesis of 1,3-dialkyl-substituted carbon chains of any stereochemical configuration by an iterable process

A highly practical, iterable method for the preparation of 1,3,5,n(odd)-polyalkyl-substituted carbon chains based upon the asymmetric alkylation of pseudoephedrine amide enolates is described.

Pseudoephedrine as a practical chiral auxiliary for the synthesis of highly enantiomerically enriched carboxylic acids, alcohols, aldehydes, and ketones

The use of pseudoephedrine as a practical chiral auxiliary for asymmetric synthesis is described in full. Both enantiomers of pseudoephedrine are inexpensive commodity chemicals and can be N-acylated in high yields to form tertiary amides. In the presence of lithium chloride, the enolates of the corresponding pseudoephedrine amides undergo highly diastereoselective alkylations with a wide range of alkyl halides to afford α-substituted products in high yields. These products can then be transformed in a single operation into highly enantiomerically enriched carboxylic acids, alcohols, aldehydes, and ketones.