1459246-67-3

Basic information

• Product Name: 4-(4-methoxyphenyl)-4-vinyl-1,3-dioxolan-2-one
• Synonyms: 4-(4-methoxyphenyl)-4-vinyl-1,3-dioxolan-2-one
• CAS NO: 1459246-67-3
• Molecular Weight: 220.225
• Mol File: 1459246-67-3.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: 4-(4-methoxyphenyl)-4-vinyl-1,3-dioxolan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-methoxyphenyl)-4-vinyl-1,3-dioxolan-2-one(1459246-67-3)
• EPA Substance Registry System: 4-(4-methoxyphenyl)-4-vinyl-1,3-dioxolan-2-one(1459246-67-3)

Safety Data

• Hazardous Substances Data: 1459246-67-3(Hazardous Substances Data)

Upstream product

• 32315-10-9 bis(trichloromethyl) carbonate 
• 4136-21-4 p-methoxybenzoylmethanol 
• 1826-67-1 vinyl magnesium bromide 
• 55991-65-6 [1-(4-methoxyphenyl)vinyloxy]trimethylsilane 
• 1644060-33-2 C₁₁H₁₄O₃ 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 2632-13-5 2-Bromo-4'-methoxyacetophenone 

Downstream Products

• 1638152-49-4 (R)-4-(4-methoxyphenyl)-4-vinyl-1,3-dioxolane 

Relevant articles and documents

Pd/Cu Dual-Catalyzed Asymmetric Synthesis of Highly Functional All-Carbon Quaternary Stereocenters from Vinyl Carbonates

The challenging metal-catalyzed asymmetric synthesis of highly functional quaternary carbon centers using decarboxylative C(sp3)?C(sp3) bond formation reactions is reported. The key substrate, a vinyl cyclic carbonate, is activated to provide concomitantly both the requisite nucleophile (by formal umpolung) and electrophile reaction partner preceding the asymmetric cross-coupling process. A wide screening of reaction conditions, additives and catalyst precursors afforded a protocol that gave access to a series of compounds featuring densely functionalized, elusive quaternary carbon stereocenters in appreciable yield and with enantiomeric ratios (er's) of up to 90 : 10.

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.