1459246-68-4

Basic information

• Product Name: 4-(4-chlorophenyl)-4-vinyl-1,3-dioxolan-2-one
• Synonyms: 4-(4-chlorophenyl)-4-vinyl-1,3-dioxolan-2-one
• CAS NO: 1459246-68-4
• Molecular Weight: 224.644
• Mol File: 1459246-68-4.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: 4-(4-chlorophenyl)-4-vinyl-1,3-dioxolan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-chlorophenyl)-4-vinyl-1,3-dioxolan-2-one(1459246-68-4)
• EPA Substance Registry System: 4-(4-chlorophenyl)-4-vinyl-1,3-dioxolan-2-one(1459246-68-4)

Safety Data

• Hazardous Substances Data: 1459246-68-4(Hazardous Substances Data)

Upstream product

• 32315-10-9 bis(trichloromethyl) carbonate 
• 1644060-31-0 C₁₀H₁₁ClO₂ 
• 27993-56-2 1-(4-chlorophenyl)-2-hydroxyethanone 
• 58518-76-6 ((1-(4-chlorophenyl)vinyl)oxy)trimethylsilane 
• 1073-67-2 4-vinylbenzyl chloride 
• 1826-67-1 vinyl magnesium bromide 

Downstream Products

• 1610616-96-0 (R)-4-(4-chlorophenyl)-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.

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.

Asymmetric Synthesis of Multi-Substituted Tetrahydrofurans via Palladium/Rhodium Synergistic Catalyzed [3+2] Decarboxylative Cycloaddition of Vinylethylene Carbonates

Unlike the comprehensive development of tandem multi-metallic catalysis, bimetallic synergistic catalysis has been challenging to achieve high stereoselectivity with the generation of multi-stereogenic centers. Herein, an efficient synergistic catalysis for the diastereo- and enantioselective synthesis of multi-substituted tetrahydrofuran derivatives has been developed. Under mild reaction conditions, a series of target molecules with three consecutive stereocenters were synthesized by a palladium(0)/rhodium(III) bimetal-catalyzed asymmetric decarboxylative [3+2]-cycloaddition of vinylethylene carbonates with α,β-unsaturated carbonyl compounds. The corresponding adducts were obtained with moderate to high yields (67 %～98 %) and excellent stereoselectivities (>20 : 1 d.r., up to 99 % ee).