124770-18-9

Upstream product

• 1132-38-3 N-cyclohexylidenebenzenamine 
• 91796-57-5 4-Methyl-benzenesulfinic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester 
• 1517-82-4 (1R,2S,5R,SS)-(-)-menthyl p-toluenesulfinate 

Downstream Products

• 139405-31-5 (R₁S₂R_S)-cis-N-benzyl-2-p-tolylsulfinylcyclohexylamine 
• 139405-32-6 (R₁S₂R_S)-cis-N-phenyl-2-p-tolylsulfinylcyclohexylamine 
• 139026-13-4 (S₁R₂R_S)-cis-N-phenyl-2-p-tolylsulfinylcyclohexylamine 

Relevant academic research and scientific papers

Synthesis and hydride reductions of chiral cyclic β-iminosulfoxides

The hydride reductions of chiral N-(2-p-tolylsulfmyl)cyclohexylidene phenyl amines 3A and 3B (epimers at C-2), and of N-1-(2-p-tolylsulfinyl)cyclohexenyl benzyl amine, 4, are highly stereoselective, yielding only the corresponding cis-aminosulfoxides.

Synthesis of Chiral Cyclic α-p-Tolylsulphinyl Ketones

Two new syntheses of optically pure cyclic β-oxo sulphoxides are described.Reactions of (-)-menthyl toluene-p-sulphinate with cycloalkanones (CH2)nCO (n = 4, 5, and 6) and iPr2NMgBr yield mixtures of diastereoisomeric sulphoxides without epimerization at sulphur.With the cyclopentanone (n = 4) yields are poor owing to competitive autocondensation of the ketone.Reactions of cycloalkanone N-phenylimines with the sulphinate in the presence of lithium di-isopropylamide afford, after chromatographic purification, the same mixtures of diastereoisomeric β-oxo sulphoxides with no aldolic condensation product.