1350546-63-2

Upstream product

• 188926-94-5 C₁₅H₁₅NO₂S 
• 951133-73-6 (R)-(1,3-Butadienyl)-p-tolyl-sulfoxid 

Downstream Products

• 1350546-76-7 (+)-(1S,2E)-1-(4-methoxyphenyl)-2-((S)-p-tolylsulfinyl)-2,4-pentadien-1-amine 
• 1350546-91-6 (+)-N-[(1S,2E)-1-(4-methoxyphenyl)-2-((S)-p-tolylsulfinyl)-2,4-pentadien-1-yl]-4-methylbenzenesulfonamide 

Relevant academic research and scientific papers

An approach to the stereoselective synthesis of enantiopure dihydropyrroles and aziridines from a common sulfinyl-sulfinamide intermediate

The diastereoselective addition of lithiated vinyl sulfoxides to enantiopure sulfinimines provides direct access to a wide assortment of allylic sulfinamides in good yields and excellent selectivities. These adducts are key precursors to differently functionalized cis- and trans-dihydropyrroles. Modulation of the protecting group on nitrogen prior to cyclization has a significant impact on the stereochemical outcome, allowing for the selective preparation of 2,5-cis- or 2,5-trans-3-sulfinyl disubstituted dihydropyrroles from a common sulfinamide intermediate. Further research on halocyclization conditions has also yielded a stereoselective synthesis of trisubstituted vinyl aziridines from these chiral sulfinamides, simply by changing the halogenating agent.