168908-04-1

Upstream product

• 3634-89-7 N-(p-toluenesulfonyl)aziridine 
• 168908-06-3 (3-Methoxy-cyclopent-2-enesulfonyl)-benzene 

Downstream Products

• 176515-90-5 4-Methyl-N-[2-(4-oxo-6-oxa-bicyclo[3.1.0]hex-1-yl)-ethyl]-benzenesulfonamide 
• 176516-01-1 1-(Toluene-4-sulfonyl)-2,3,4,5-tetrahydro-1H-cyclopenta[b]pyrrol-6-one 

Relevant academic research and scientific papers

Conversion of δ-(sulfonyl)amino-α-epoxy ketones to bicyclic ketopyrroles via intramolecular conjugate-addition to azoene intermediates. Synthesis of the bicyclic ketopyrrole core of the 1-azafulvene roseophilin

Reaction of δ-(sulfonyl)amino-α-epoxy ketones with dimethylhydrazine results in cyclization to pyrrolidine-fused β-hydroxy dimethylhydrazones. Hydrolysis, mesylation, and elimination affords dihydropyrroles which can be converted to sulfonyl-protected ketopyrroles via oxidation with NIS; alternatively, treatment with DBU affords N-H bearing ketopyrroles. Copyright

Synthesis of beta-substituted cyclopentenones via carbon alkylation of metalated gamma-methoxycyclopentenyl phenylsulfonyl anion

Metalation of γ-methoxyallyl sulfone 13 provides phenylsulfonyl anion 2a which undergoes alkylation followed by hydrolysis to afford β-substituted cyclopentenones.