4518-13-2

Upstream product

• 107-31-3 Methyl formate 
• 97024-55-0 Methyl-<4-(4-methoxy-phenyl)-pent-4-enoat> 

Downstream Products

• 91910-85-9 4-(4-Methoxy-phenyl)-4-carboxymethylen-buttersaeure 
• 95913-33-0 4-(4-Methoxy-phenyl)-4-methoxycarbonylmethylen-buttersaeure 
• 4489-63-8 β-<4-Methoxy-phenyl>-adipinsaeure-dimethylester 
• 97025-28-0 β-(4-Methoxy-phenyl)-adipinsaeure 
• 92252-26-1 3-<4-Methoxy-phenyl>-cyclopentanon-(1)-carbonsaeure-(5)-methylester 

Relevant academic research and scientific papers

Copper-Catalyzed 1,2-Methoxy Methoxycarbonylation of Alkenes with Methyl Formate

Reported here is a copper-catalyzed 1,2-methoxy methoxycarbonylation of alkenes by an unprecedented use of methyl formate as a source of both the methoxy and the methoxycarbonyl groups. This reaction transforms styrene and its derivatives into value-added β-methoxy alkanoates and cinnamates, as well as medicinally important five-membered heterocycles, such as functionalized tetrahydrofurans, γ-lactones, and pyrrolidines. A ternary β-diketiminato-CuI-styrene complex, fully characterized by NMR spectroscopy and X-ray crystallographic analysis, is capable of catalyzing the same transformation. These findings suggest that pre-coordination of electron-rich alkenes to copper might play an important role in accelerating the addition of nucleophilic radicals to electron-rich alkenes, and could have general implications in the design of novel radical-based transformations.