63741-23-1

Upstream product

• 58059-08-8 tert-butyl (R)-p-toluenesulfinylacetate 
• 100-52-7 benzaldehyde 
• 1517-82-4 (-)S sulfinate de menthyle 
• 540-88-5 acetic acid tert-butyl ester 

Downstream Products

• 163460-81-9 tert-butyl (E)-[(S)-p-tolylsulfinyl]cinnamate 
• 36567-72-3 (S)-3-hydroxy-3-phenylpropanoic acid 
• 1693-83-0 1-(tert-butylsulfinyl)-4-methylbenzene 
• 52178-62-8 (-) S-β-hydroxy β-phenyl propionate de t-butyle 
• 72656-48-5 tert-butyl (R)-3-hydroxy-3-phenylpropanoate 
• 36615-45-9 methyl (S)-3-hydroxy-3-phenylpropionate 

Relevant academic research and scientific papers

ASYMMETRIC SYNTHESIS OF CELACINNINE UTILIZING OPTICALLY ACTIVE VINYL SULFOXIDES

First asymmetric synthesis of celacinnine (10) was achieved from the nine-membered azalactam, 3-phenyl-4-azaoctanelactam (6), which was synthesized by the addition of piperidazine (4) to optically active vinyl sulfoxides (3).

Asymmetric synthesis of 4-phenyl-1,5-diazacyclooctan-2-one using optically active vinyl sulfoxides

Both enantiomers of (S)- and (R)-4-phenyl-1,5-diazacyclooctan-2-ones (7) were synthesized stereoselectively with good optical purity by the asymmetric conjugate addition of pyrazolidine to optically active vinyl sulfoxides, t-butyl (E)-2-[(R)- and (S)-p-tolylsulfinyl]cinnamates, respectively. Starting from 7, a synthesis of optically active homaline was achieved.

SYNTHESES ASYMETRIQUES DE β-HYDROXYACIDES PAR CONDENSATION D'ANIONS ENOLATES D'ESTERS α-SULFINYLE CHIRAUX SUR DES COMPOSES CARBONYLES

A stereospecific synthesis of (R)-(+)-t-butyl p-tolylsulfinyl acetate 2 is described.The aldol-type condensation of this reagent leads to β-hydroxyacids in good chemical and optical yields.The determination of the absolute configuration of the condensatio