1313263-76-1

Upstream product

• 118806-93-2 2-oxo-4-phenylbut-3-enoic acid potassium salt 
• 107969-78-8 methyl benzylidenepyruvate 
• 100-52-7 benzaldehyde 
• 107969-78-8 methyl 4-phenyl-2-oxo-3-butenoate 

Relevant academic research and scientific papers

Enantioselective copper(I/II)-catalyzed conjugate addition of nitro esters to β,γ-unsaturated α-ketoesters

A highly enantioselective Michael addition of nitroacetates to β,γ-unsaturated α-ketoesters was developed by using chiral copper catalysts. The Michael addition products can be obtained in high yields with up to 99 % ee. With these densely functionalized products, the chiral cyclic nitrones, which are important synthetic intermediates, can be obtained in one step. Copyright

Organocatalytic conjugate addition of α-nitroacetates to β,γ-unsaturated α-keto esters and subsequent decarboxylation: Synthesis of optically active δ-nitro-α-keto esters

Organocatalytic asymmetric conjugate addition of tert-butyl nitroacetates to β,γ-unsaturated α-keto esters has been developed. The subsequent in situ hydrolysis-decarboxylation of the adducts provided 5-nitro-2-oxopentanoates. A pyrrolidine-based thiourea-tertiary amine was identified as the best catalyst. A number of γ-aryl, γ-alkyl, and γ-heteroaryl β,γ-unsaturated α-keto esters and α-substituted tert-butyl nitroacetates were examined in the transformation. Generally 5-nitro-2-oxopentanoates were obtained in good yields (up to 97%) and enantioselectivities (up to 94% ee). The products were readily transformed to chiral proline derivatives by catalytic hydrogenation.

Organocatalytic asymmetric conjugate addition and cascade acyl transfer reaction of α-nitroketones

Organocatalytic asymmetric conjugate addition of α-nitroketones to β,γ-unsaturated α-keto esters has been developed. A pyrrolidine-based thiourea-tertiary amine was identified as the best catalyst. The reaction was found to proceed via cascade conjugate a