147297-66-3

Upstream product

• 104-53-0 3-phenyl-propionaldehyde 
• 42153-74-2 S-methyl-S-phenyl-N-(p-tolylsulfonyl)sulfoximide 
• 42153-74-2 (+)-(S_S)-S-methyl-S-phenyl-N-(p-tolylsulphonyl)sulphoximine 

Downstream Products

• 63909-24-0 2-methylene-4-phenylbutanenitrile 
• 147297-71-0 S-<(E)-1-Methyl-4-phenylbut-1-enyl>-S-phenyl-N-(p-tolylsulfonyl)sulfoximine 
• 136091-86-6 1,2-dicyano-4-phenylbutane 
• 75089-92-8 (1-Methylene-3-phenyl-propyl)-phosphonic acid dimethyl ester 
• 3360-41-6 4-phenyl-butan-1-ol 
• 181268-51-9 S-Phenyl-S-((E)-1-trimethylsilyl-4-phenylbut-1-enyl)-N-(toluene-p-sulfonyl)sulfoximine 

Relevant academic research and scientific papers

Preparation of enantiomerically enriched bromohydrins from [N-(p-tolylsulfonyl)sulfoximino]oxiranes using in situ reduction of α-bromo aldehydes

Treatment of enantiomerically pure [N-(p-tolylsulfonyl)sulfoximino]oxiranes 6 with MgBr2 in the presence of tetrabutylammonium borohydride gives enantiomerically enriched bromohydrins 3, together with small amounts of the primary alcohols 11. The bromohydrins 3 are isolated in good yields with enantiomeric excesses in the range 70% to 91%. This process establishes that α-bromo aldehydes have sufficient configurational stability to be viable synthetic intermediates.

Synthesis and Highly Diastereoselective Nucleophilic Epoxidation of N-(p-Tolylsulfonyl)vinylsulfoximines

N-(p-Tolylsulfonyl)vinylsulfoximines 3 may be prepared in good yield in a one-pot process by reaction of lithiated S-methyl-S-phenyl-N-(p-tolylsulfonyl)sulfoximine with aldehydes, followed by elimination using methanesulfonyl chloride-triethylamine.The vi