219598-58-0

Upstream product

• 23356-96-9 (S)-1-Pyrrolidin-2-yl-methanol 
• 219598-57-9 (S)-2-hydroxymethyl-N,O-bisbenzoylformyl pyrrolidine 

Downstream Products

• 219598-68-2 (S)-2-hydroxymethyl-N-((R)-2-hydroxy-2-phenyl)-butanoylpyrrolidine 
• 127559-49-3 acide phenyl-2 hydroxy-2 pentanoique 
• 20698-91-3 (R)-methyl mandelate 
• 3966-30-1 (R)-Atrolactic acid 
• 611-71-2 (R)-Mandelic Acid 
• 3966-31-2 (R)-2-hydroxy-2-phenylbutyric acid 
• 17199-29-0 (S)-Mandelic acid 
• 102061-02-9 (S)-2-hydroxymethyl-N-((R)-2-hydroxy-2-phenyl)-acetyl pyrrolidine 
• 102061-04-1 (2S)-2-(hydroxymethyl)-1-[(2R)-2-hydroxy-2-phenylacetyl]pyrrolidine 
• 219598-69-3 (S)-2-hydroxymethyl-N-((R)-2-hydroxy-2-phenyl)pentanoylpyrrolidine 
• 110457-30-2 (S)-2-hydroxymethyl-N-((S)-2-hydroxy-2-phenyl)propanoylpyrrolidine 
• 110457-29-9 (S)-2-hydroxymethyl-N-((R)-2-hydroxy-2-phenyl)propanoylpyrrolidine 

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.