1638152-34-7

Basic information

• Product Name: 4-(4-methylphenyl)-4-vinyl-1,3-dioxolan-2-one
• Synonyms: 4-(4-methylphenyl)-4-vinyl-1,3-dioxolan-2-one
• CAS NO: 1638152-34-7
• Molecular Weight: 204.225
• Mol File: 1638152-34-7.mol
• Article Data: 19

Chemical Properties

• CAS DataBase Reference: 4-(4-methylphenyl)-4-vinyl-1,3-dioxolan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-methylphenyl)-4-vinyl-1,3-dioxolan-2-one(1638152-34-7)
• EPA Substance Registry System: 4-(4-methylphenyl)-4-vinyl-1,3-dioxolan-2-one(1638152-34-7)

Safety Data

• Hazardous Substances Data: 1638152-34-7(Hazardous Substances Data)

Upstream product

• 1644060-32-1 C₁₁H₁₄O₂ 
• 4079-54-3 2-hydroxy-1-p-tolyl-ethanone 
• 1826-67-1 vinyl magnesium bromide 
• 619-41-0 4-(bromoacetyl)toluene 
• 122-00-9 para-methylacetophenone 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 104-87-0 4-methyl-benzaldehyde 

Downstream Products

• 1638152-50-7 (R)-4-(4-methylphenyl)-4-vinyl-1,3-dioxolane 

Relevant articles and documents

Chiral Bidentate Phosphoramidite-Pd Catalyzed Asymmetric Decarboxylative Dipolar Cycloaddition for Multistereogenic Tetrahydrofurans with Cyclic N-Sulfonyl Ketimine Moieties

An asymmetric [3 + 2] cycloaddition of vinyl ethylenecarbonates (VECs) and (E)-3-arylvinyl substituted benzo[d] isothiazole 1,1-dioxides has been developed using the Pd complex of a bidentate phosphoramidite (Me-BIPAM) as the catalyst, providing a wide variety of chiral multistereogenic vinyltetrahydrofurans in good yields with excellent diastereo- and enantioselectivities (up to >20:1 dr, 99% ee).

Palladium-catalyzed stereoselective (3 + 2) cycloaddition of vinylethylene carbonates with cyclicN-sulfonyl ketimines

A diastereoselective (3 + 2) cycloaddition ofN-sulfonyl ketimines with vinylethylene carbonates (VECs) in the presence of Pd2dba3·CHCl3and PPh3has been developed. The reaction of various substituted VECs and diverse cyclicN-sulfonyl ketimines proceeded smoothly under mild conditions, giving highly functionalized oxazolidine frameworks in good to excellent yields with moderate to good diastereoselectivities. With the use of spiroketal-based diphosphine SKP as a chiral ligand, an asymmetric version of the current (3 + 2) cycloaddition was achieved, and chiral products were obtained in >99% ee in most cases.

Asymmetric Synthesis of 2,2-Difluorotetrahydrofurans through Palladium-Catalyzed Formal [3+2] Cycloaddition

The asymmetric synthesis of 2,2-difluorinated tetrahydrofurans was accomplished via enantioselective formal [3+2] cycloaddition catalyzed by palladium. The asymmetric reaction between gem-difluoroalkenes and racemic vinyl epoxides or vinylethylene carbonates resulted in the formation of enantioenriched 2,2-difluorotetrahydrofurans with an enantioselectivity up to 98 %. Notably, the reaction used the readily available (R)-BINAP as the ligand at a low loading and yielded a wide variety of difluorinated products in moderate to high yields. Both chiral diastereomers could be obtained in a single sequence.