56893-08-4

Basic information

• Product Name: [p-(methoxycarbonyl)benzoylmethylene]triphenylphosphorane
• Synonyms: [p-(methoxycarbonyl)benzoylmethylene]triphenylphosphorane
• CAS NO: 56893-08-4
• Molecular Weight: 438.463
• Mol File: 56893-08-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: [p-(methoxycarbonyl)benzoylmethylene]triphenylphosphorane(CAS DataBase Reference)
• NIST Chemistry Reference: [p-(methoxycarbonyl)benzoylmethylene]triphenylphosphorane(56893-08-4)
• EPA Substance Registry System: [p-(methoxycarbonyl)benzoylmethylene]triphenylphosphorane(56893-08-4)

Safety Data

• Hazardous Substances Data: 56893-08-4(Hazardous Substances Data)

Upstream product

• 56893-25-5 methyl 4-(2-bromoacetyl)benzoate 
• 603-35-0 triphenylphosphine 
• 56893-17-5 Br^(1-)*C₂₈H₂₄O₃P⁽¹⁺⁾ 
• 3609-53-8 methyl 4-acetylbenzoate 

Relevant articles and documents

Ground-State Electron Transfer as an Initiation Mechanism for Biocatalytic C-C Bond Forming Reactions

The development of non-natural reaction mechanisms is an attractive strategy for expanding the synthetic capabilities of substrate promiscuous enzymes. Here, we report an "ene"-reductase catalyzed asymmetric hydroalkylation of olefins using α-bromoketones as radical precursors. Radical initiation occurs via ground-state electron transfer from the flavin cofactor located within the enzyme active site, an underrepresented mechanism in flavin biocatalysis. Four rounds of site saturation mutagenesis were used to access a variant of the "ene"-reductase nicotinamide-dependent cyclohexanone reductase (NCR) from Zymomonas mobiles capable of catalyzing a cyclization to furnish β-chiral cyclopentanones with high levels of enantioselectivity. Additionally, wild-type NCR can catalyze intermolecular couplings with precise stereochemical control over the radical termination step. This report highlights the utility for ground-state electron transfers to enable non-natural biocatalytic C-C bond forming reactions.

Fe-Catalyzed Cycloisomerization of Aryl Allenyl Ketones: Access to 3-Arylidene-indan-1-ones

A cycloisomerization of aryl allenyl ketones to 3-arylidene-indan-1-ones using a cationic Fe-complex as a catalyst is reported. The catalyst opens a synthetically interesting reaction pathway to this surprisingly underrepresented class of indanones that are not accessible using alternative catalytic systems.