124517-47-1

Basic information

• Product Name: Carbonic acid, 1,1-dimethylethyl 3-phenyl-2-propenyl ester
• CAS NO: 124517-47-1
• Molecular Formula: C14H18O3
• Molecular Weight: 234.295
• Mol File: 124517-47-1.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: Carbonic acid, 1,1-dimethylethyl 3-phenyl-2-propenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbonic acid, 1,1-dimethylethyl 3-phenyl-2-propenyl ester(124517-47-1)
• EPA Substance Registry System: Carbonic acid, 1,1-dimethylethyl 3-phenyl-2-propenyl ester(124517-47-1)

Safety Data

• Hazardous Substances Data: 124517-47-1(Hazardous Substances Data)

Upstream product

• 104-54-1 3-Phenylpropenol 
• 24424-99-5 di-tert-butyl dicarbonate 
• 24608-52-4 tert-butyl chloroformate 

Downstream Products

• 1020534-18-2 (1E,5E)-1-(4-methylphenyl)-6-phenyl-1,5-hexadiene 
• 1020534-19-3 (1E,5E)-1-(1-naphthyl)-6-phenyl-1,5-hexadiene 
• 1020534-23-9 (1E,5E)-6-(tert-butyl(dimethyl)silyl)-1-phenyl-1,5-hexadiene 
• 1020534-22-8 trimethyl-[(1E,5E)-6-phenylhexa-1,5-dienyl]silane 
• 153822-55-0 (1E,5E)-1-phenyl-1,5-tridecadiene 
• 1020534-24-0 (1E,5E)-6-(dimethyl(phenyl)silyl)-1-phenyl-1,5-hexadiene 
• 1009-81-0 1,5-hexadien-1-yl-benzene 
• 1020534-07-9 (1E,5E)-7,7-dimethyl-1-phenyl-1,5-octadiene 
• 4439-45-6 1,6-diphenyl-hexa-1,5-diene 
• 153729-90-9 C₁₃H₁₆ 
• 1202397-04-3 (S)-(1-phenylallylsulfonyl)benzene 
• 20605-46-3 3-(benzenesulfonyl)propenylbenzene 
• 1208337-26-1 C₂₄H₂₀FNO 
• 1208337-22-7 C₂₅H₂₃NO₂ 

Relevant articles and documents

Sustainable Palladium-Catalyzed Tsuji-Trost Reactions Enabled by Aqueous Micellar Catalysis

Palladium-catalyzed allylic substitution, or "Tsuji-Trost"reactions, can be run under micellar catalysis conditions featuring not only chemistry in water but also numerous combinations of reaction partners that require low levels of palladium, typically on the order of 1000 ppm (0.1 mol %). These couplings are further characterized by especially mild conditions, leading to a number of cases not previously reported in an aqueous micellar medium. Inclusion of diverse nucleophiles, such as N-H heterocycles, alcohols, dicarbonyl compounds, and sulfonamides is described. Intramolecular cyclizations further illustrate the broad utility of this process. In addition to recycling studies, a multigram scale example is reported, indicative of the prospects for scale up.

Asymmetric Synthesis of α-Quaternary γ-Lactams through Palladium-Catalyzed Asymmetric Allylic Alkylation

The synthesis of chiral unsaturated γ-lactams is reported featuring a highly enantioselective palladium-catalyzed asymmetric allylic alkylation of α, γ-disubstituted 2-silyloxypyrroles. This method allows a straightforward access to optically active γ-lactams bearing an α-quaternary stereogenic center in high yields (up to 93%), high regioselectivities (up to >20:1), and excellent enantioselectivities (up to 95% ee). To further demonstrate the synthetic utility of the method, the resulting allylated products were converted to various versatile chiral building blocks, such as pyrrolidines and pyrrolidinones.

Asymmetric Dearomatization/Cyclization Enables Access to Polycyclic Chemotypes

Enantioenriched, polycyclic compounds were obtained from a simple acylphloroglucinol scaffold. Highly enantioselective dearomatization was accomplished using a Trost ligand–palladium(0) complex. A computational DFT model was developed to rationalize observed enantioselectivities and revealed a key reactant-ligand hydrogen bonding interaction. Dearomatized products were used in visible light-mediated photocycloadditions and oxidative free radical cyclizations to obtain novel polycyclic chemotypes including tricyclo[4.3.1.01,4]decan-10-ones, bicyclo[3.2.1]octan-8-ones and highly substituted cycloheptanones.