127559-49-3

Upstream product

• 81037-00-5 (S)-2-tert-Butyl-5-phenyl-5-propyl-[1,3]dioxolan-4-one 
• 117195-38-7 phenyl-2 hydroxy-2 pentanoate de (-) menthyle 
• 6367-60-8 (-)menthyl phenylglyoxalate 
• 62696-43-9 phenyl-2 hydroxy-2 pentene-4 oate de (-) menthyle 
• 17199-29-0 (S)-Mandelic acid 
• 81036-97-7 (2S,5S)-2-tert-butyl-5-phenyl-1,3-dioxolan-4-one 
• 219598-58-0 (S)-2-hydroxymethyl-N-benzoylformyl pyrrolidine 
• 219598-69-3 (S)-2-hydroxymethyl-N-((R)-2-hydroxy-2-phenyl)pentanoylpyrrolidine 

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.

SYNTHESE D'α-HYDROXYACIDES OPTIQUEMENT ACTIFS PAR ADDITION D'ORGANOZINCIQUES SUR LE PHENYLGLYOXALATE DE (-) MENTHYLE

Organozinc compounds readily obtained in situ from Grignard reagents and solutions of ZnCl2 or ZnBr2 in diethylether or THF add selectively to the keto group of (-) menthyl phenylglyoxalate.A variety of α-substituted mandelic acids o

SYNTHESIS OF ENANTIOMERICALLY ENRICHED ATROLACTIC ACID AND OTHER α-HYDROXY ACIDS

The α-anions of 2-substituted 1,3-dioxolan-4-ones derived from chiral mandelic and lattic acid (2a, 2b; 3a; 10a, 10b) were alkylated with high stereoselectivity, The products formed were hydrolysed to α-hydroxy acids with 65-85percent e.e. ((S)(+)-5,7,9, (R)(-)-13).