23132-33-4

Upstream product

• 1121-07-9 N-methylsuccinimide 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 21053-98-5 5-(4-methylphenyl)-3H-furan-2-one 
• 74-89-5 methylamine 
• 106-38-7 para-bromotoluene 
• 4619-20-9 3-(4-methylbenzoyl)propionic acid 

Downstream Products

• 139347-74-3 3-Cyano-2-hydroxy-1-methyl-5-(4-methylphenyl)pyrrole-4-carboxaldehyde 
• 128994-27-4 (S)-γ-(4-methylphenyl)-γ-butyrolactone 
• 126135-41-9 (R)-γ-(4-methylphenyl)-γ-butyrolactone 
• 139347-72-1 2-Chloro-1-methyl-5-(4-methylphenyl)pyrrole-3,4-dicarboxaldehyde 

Relevant academic research and scientific papers

Preparation of optically active 4-substituted γ-lactones by lipase-catalyzed optical resolution

Optically active 4-substituted γ-lactones (3 and 4) were synthesized effectively using lipase-catalyzed optical resolution. N-methyl-4-hydroxyalkanamides (rac-1a-i) as substrates were prepared from N-methylsuccinimide. The alkylation of N-methylsuccinimid

Synthesis of Chiral γ-Lactams via in Situ Elimination/Iridium-Catalyzed Asymmetric Hydrogenation of Racemic γ-Hydroxy γ-Lactams

Chiral γ-lactams have been synthesized in excellent yields and enantioselectivities (up to 99% yield and 96% ee) from easily accessible racemic γ-hydroxy γ-lactams via an iridium-phosphoramidite catalyzed asymmetric hydrogenation. The reaction was designed based on insight into the reaction mechanism demonstrated in previous work and can be carried out at a reduced catalyst loading of 0.1 mol % on a gram scale. Several potential bioactive compounds can be synthesized from the reduced products. Mechanistic studies indicated that the reduced products were obtained via the hydrogenation of the N-acyliminium cations, generated from γ-hydroxy γ-lactams.