688012-87-5

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 114106-93-3 methyl 2-[hydroxy(4-nitrophenyl)methyl]prop-2-enoate 
• 555-16-8 4-nitrobenzaldehdye 

Downstream Products

• 1132641-45-2 C₂₃H₁₇N₃O₄S 
• 1330174-22-5 methyl 2-((N-(methoxycarbonyl)-4-methylphenylsulfonamido)(4-nitrophenyl)methyl)acrylate 
• 114106-93-3 methyl 2-[hydroxy(4-nitrophenyl)methyl]prop-2-enoate 
• 1354640-02-0 (S)-methyl 2-((4-methoxybenzylthio)(4-nitrophenyl)methyl)acrylate 
• 1417999-38-2 (R)-methyl 3-(4-bromophenyl)-5-((S)-(4-nitrophenyl)((S)-2-oxo-3-phenyl-2,3-dihydrobenzofuran-3-yl)methyl)-4,5-dihydroisoxazole-5-carboxylate 
• 1440545-02-7 C₂₃H₁₉NO₈ 
• 1610052-44-2 C₁₅H₁₅N₃O₅ 
• 1617568-26-9 tert-butyl (R)-2-((R)-2-(methoxycarbonyl)-1-(4-nitrophenyl)allyl)-1-oxo-2,3-dihydro-1H-indene-2-carboxylate 

Relevant academic research and scientific papers

Phosphine-Catalyzed [3 + 2] Annulation of Morita-Baylis-Hillman Carbonates with Isoxazole-Based Alkenes

A phosphine-catalyzed [3 + 2] annulation of Morita-Baylis-Hillman (MBH) carbonates with 3-methyl-4-nitro-5-styrylisoxazoles has been developed to afford various multifunctional isoxazoles in moderate to good yields with moderate to excellent diastereoselectivities. With a spirocyclic chiral phosphine as the catalyst, up to 89% ee was obtained.

Ligand-Dependent Regiodivergent Enantioselective Allylic Alkylations of α-Trifluoromethylated Ketones

The asymmetric introduction of the CF3 unit is a powerful tool for modifying pharmacokinetic properties and slowing metabolic degradation in medicinal chemistry. A catalytic and enantioselective addition of α-CF3 enolates allows for expeditious access to

Synthesis of β-Lactams via Enantioselective Allylation of Anilines with Morita-Baylis-Hillman Carbonates

Enantioenriched β-lactams are accessed via enantioselective allylation of anilines with Morita-Baylis-Hillman carbonates followed by a base-promoted cyclization. The resulting 3-methyleneazetidin-2-ones are amenable to diastereoselective functionalization

Organocatalytic Allylic Amination of Morita-Baylis-Hillman Carbonates

An organocatalytic asymmetric allylic amination of Morita-Baylis-Hillman carbonates with aromatic amines in the presence of β-isocupreidine is described. Chiral allylic amines were obtained in almost quantitative yields (90-96%) with moderate enantioselectivity. Recrystallization afforded products in good yields (45-73%) and high optical purity (82-99% ee). This method provides a facile and efficient route to obtain optically active β-lactams, including the building block of the cholesterol-lowering drug Ezetimibe.

Enantioselective dearomative [3+2] cycloaddition of 2-nitrobenzofurans with aldehyde-derived Morita-Baylis-Hillman carbonates

The phosphine-catalyzed asymmetric dearomative [3+2] cycloaddition of 2-nitrobenzofurans with aldehyde-derived Morita-Baylis-Hillman (MBH) carbonates or allenoate was developed. The reaction with MBH carbonates resulted in a series of cyclopentabenzofurans containing three contiguous stereocenters with good to high yields, diastereoselectivities and enantioselectivities. The use of allenoate also gave the target product with moderate enantioselectivity.

Effective and diastereoselective preparation of dispiro[cyclopent-3′-ene]bisoxindoles: Via novel [3 + 2] annulation of isoindigos and MBH carbonates

A novel and diastereoselective [3 + 2] annulation of isoindigos and Morita-Baylis-Hillman carbonates has been developed for the highly efficient and one-step preparation of highly steric dispiro[cyclopent-3′-ene]bisoxindoles with two all-carbon quaternary

Umpolung of o-Hydroxyaryl Azomethine Ylides: Entry to Functionalized ?-Aminobutyric Acid under Phosphine Catalysis

A phosphine-catalyzed reaction between o-hydroxyaryl azomethine ylides and MBH carbonates provides access to highly functionalized ?-aminobutyric acid derivatives in moderate to good yields. Mechanistically, the reaction involves a phosphine-catalyzed tandem SN2′/2-aza-Cope rearrangement/intramolecular addition process.

Organocatalytic enantioselective allylic alkylation of MBH carbonates with β-keto esters

The highly stereoselective allylic alkylation of Morita-Baylis-Hillman carbonates with β-ketoesters catalysed by β-ICD is described. The corresponding products containing two adjacent quaternary and tertiary carbon centers were obtained in good yields with high diastereoselectivity (up to 10 : 1 dr) and enantioselectivity (up to 95% ee).

Construction of adjacent quaternary and tertiary stereocenters via an organocatalytic allylic alkylation of Morita-Baylis-Hillman carbonates

Racemic Baylis-Hillman carbonates can be converted in densely functionalized products by reaction with cyano esters in the presence of a catalytic amount of a modified Cinchona alkaloid in high enantioselectivities and fair diastereoselectivities. A ratio