110457-30-2

Upstream product

• 25145-43-1 2-phenylpropionyl chloride 
• 75-16-1 methylmagnesium bromide 
• 219598-58-0 (S)-2-hydroxymethyl-N-benzoylformyl pyrrolidine 
• 110457-27-7 1-((S)-2-Hydroxymethyl-pyrrolidin-1-yl)-2-phenyl-propan-1-one 
• 23356-96-9 (S)-1-Pyrrolidin-2-yl-methanol 
• 219598-57-9 (S)-2-hydroxymethyl-N,O-bisbenzoylformyl pyrrolidine 

Relevant academic research and scientific papers

Asymmetric reactions of α-ketoacid-derived hemiacetals: Stereoselective synthesis of α-hydroxy acids

N-Acylation of prolinol with α-ketoacid chlorides results in concomitant hemiacetalization of the α-keto amide by the prolinol hydroxyl group. (R) or (S) α-hydroxy acids are obtained with good enantiomeric excess by stereodivergent reduction of these hemiacetals. Reaction with Grignard reagents at ambient temperature furnishes (R) α-alkyl mandelic acids with good stereoselectivity.

Asymmetric Oxidation of Chiral Enolates in the Preparation of Acyclic Tertiary α-Hydroxy Amides in High Optical Purity

Asymmetric oxidation of chiral acyclic, tetrasubstituted enolate 4c with oxaziridines (+)-1/(-)-2 in the presence and absence of HMPA affords optically active tertiary α-hydroxy amide 5c in high optical purity (88-91percent de).The application of (+)-1/(-)-2 as "chiral probes" of enolate-electrophile reaction mechanisms is proposed.