219783-14-9

Upstream product

• 78-84-2 isobutyraldehyde 
• 159213-03-3 N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylpropionamide 

Downstream Products

• 283151-94-0 [2R,3S]-(+)-3-hydroxy-2,4-dimethyl-1-phenyl-1-pentanone 
• 90-82-4 pseudoephedrine 
• 77341-63-0 (+)-(2R,3S)-3-hydroxy-2,4-dimethylpentanoic acid 

Relevant academic research and scientific papers

Asymmetric aldol reactions with (+)-(S,S)-pseudoephedrine. Stereoselective synthesis of α-methyl β-hydroxy esters

A new methodology for performing aldol reactions with an excellent degree of enantio- and diastereoselectivity was developed employing (+)- (S,S)-pseudoephedrine as chiral auxiliary.

Asymmetric aldol reactions using (S,S)-(+)-pseudoephedrine-based amides: Stereoselective synthesis of α-methyl-β-hydroxy acids, esters, ketones, and 1,3-syn and 1,3-anti diols

A very efficient method for performing stereoselective aldol reactions is reported. The reaction of (S,S)-(+)-pseudoephedrine-derived propionamide enolates with several aldehydes yielded exclusively one of the four possible diastereomers in good yields, although transmetalation of the firstly generated lithium enolate with a zirconium(II) salt, prior to the addition of the aldehyde, is necessary in order to achieve high syn selectivity. The so-formed syn-α-methyl-β-hydroxy amides were transformed into other valuable chiral nonracemic synthons such as α-methyl-β-hydroxyacids, esters, and ketones. Finally, a stereocontrolled reduction procedure starting from the so-obtained α-methyl-β-hydroxy ketones has been developed allowing the synthesis of either 1,3-syn- or 1,3-anti-α-methyl-1,3-diols in almost enantiopure form by choosing the appropriate reaction conditions.