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 
• 24608-52-4 tert-butyl chloroformate 
• 24424-99-5 di-tert-butyl dicarbonate 

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 
• 1332507-04-6 C₁₉H₃₀O₂Si 
• 1332506-74-7 (2R,1'R)-tert-butyl(dimethyl)(2-(1'-(phenyl)allyloxy)but-3-enyloxy)silane 

Relevant articles and documents

Synthesis of Amide Enol Carbamates and Carbonates through Cu(OTf)2-Catalyzed Reactions of Ynamides with t-Butyl Carbamates/Carbonates

A highly regioselective approach to access amide enol carbamates and carbonates 5a-5c′, 7a-7h, and 9 was developed through Cu(OTf)2-catalyzed reactions of ynamides 4 with t-butyl carbamates 2 and 8 and t-butyl carbonates 6. Moreover, this strategy was successfully applied to generate amide enol carbamates 11a-11s and 14a-14f from imides 10 and 13 with ynamides through an N-Boc cleavage-addition ring-opening process. A range of substituents was amenable to this transformation, and the desired amide enol carbamates and carbonates were obtained in moderate to good yields.

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.