93845-04-6

Basic information

• Product Name: 4-Pentenoic acid, 5-phenyl-, ethyl ester, (4E)-
• CAS NO: 93845-04-6
• Molecular Formula: C13H16O2
• Molecular Weight: 204.269
• Mol File: 93845-04-6.mol
• Article Data: 43

Chemical Properties

• CAS DataBase Reference: 4-Pentenoic acid, 5-phenyl-, ethyl ester, (4E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Pentenoic acid, 5-phenyl-, ethyl ester, (4E)-(93845-04-6)
• EPA Substance Registry System: 4-Pentenoic acid, 5-phenyl-, ethyl ester, (4E)-(93845-04-6)

Safety Data

• Hazardous Substances Data: 93845-04-6(Hazardous Substances Data)

Upstream product

• 21040-45-9 Cinnamyl acetate 
• 5764-82-9 bromo(2-ethoxy-2-oxoethyl)zinc 
• 100-42-5 styrene 
• 140-88-5 ethyl acrylate 
• 27374-25-0 [(1-Ethoxycyclopropyl)oxy]trimethylsilane 
• 895540-74-6 3-Ethoxycarbonylpropyltriethylphosphonium bromide 
• 100-52-7 benzaldehyde 
• 4393-06-0 1-Phenyl-2-propen-1-ol 
• 802294-64-0 propionic acid 
• 78-39-7 Triethyl orthoacetate 
• 536-74-3 phenylacetylene 
• 1426946-85-1 ethyl (4E)-5-chloropent-4-enoate 
• 100-58-3 phenylmagnesium bromide 
• 1173997-10-8 ethyl 4-((1-phenyl-1H-tetrazol-5-yl)sulfonyl)butanoate 

Downstream Products

• 131529-91-4 (E)-5-Phenyl-pent-4-enoic acid methylamide 
• 13159-16-5 (E)-5-phenyl-4-penten-1-ol 
• 72524-20-0 ethyl (E)-2,2-dimethyl-5-phenylpent-4-enoate 
• 1308888-03-0 (S,E)-3-(nitromethyl)-5-phenylpent-4-enal 
• 1308888-04-1 (S,E)-5-(4-methoxyphenyl)-3-(nitromethyl)pent-4-enal 
• 1579955-93-3 (2E,6E)-2-(3,4-dihydroxybenzylidene)-3-oxo-7-phenylhept-6-enenitrile 
• 1579955-82-0 (E)-3-oxo-7-phenylhept-6-enenitrile 

Relevant articles and documents

Diastereoselective and Stereodivergent Synthesis of 2-Cinnamylpyrrolines Enabled by Photoredox-Catalyzed Iminoalkenylation of Alkenes

A photoredox-catalyzed iminoalkenylation of γ-alkenyl O-acyl oximes has been developed. Readily available alkenylboronic acids serve as alkenylation reagents, leading to densely functionalized pyrrolines. Both (E)- and (Z)-cinnamylpyrrolines are accessible depending on the reaction solvent. In dichloromethane, (E)-cinnamylpyrrolines are produced through a photoredox-mediated single-electron-transfer process. In tetrahydrofuran, (Z)-cinnamylpyrrolines are generated by photocatalytic contra-thermodynamic E-to-Z isomerization of (E)-cinnamylpyrrolines though an energy-transfer pathway. Two stereocenters are established with complete diastereoselectivity and only one diastereomer is isolated.

Lewis Base Catalyzed, Sulfenium Ion Initiated Enantioselective, Spiroketalization Cascade

A Lewis base catalyzed, enantioselective sulfenocyclization of alkenes to afford [6,6]spiroketals has been developed. The method uses a chiral Lewis base catalyst with an electrophilic sulfur source to generate enantioenriched thiiranium ion with alkenes. Upon formation, the thiiranium ion is subsequently captured in a cascade-type reaction, wherein a ketone oxygen serves as the nucleophile to open the thiiranium ion and an alcohol provides the secondary cyclization to form biorelevant spiroketals. A variety of electron-rich and electron-neutral E-substituted styrenes form the desired spiroketals in good yields with excellent enantio- and diastereoselectivities. Alkyl-substituted and terminal alkenes participate in the cascade reaction, but with a limited scope compared to the styrenyl substrates. This method allows for rapid formation of highly substituted spiroketals in good yield and excellent enantioselectivity.

Synthetic and Mechanistic Studies of a Versatile Heteroaryl Thioether Directing Group for Pd(II) Catalysis

A weakly coordinating monodentate heteroaryl thioether directing group has been developed for use in Pd(II) catalysis to orchestrate key elementary steps in the catalytic cycle that require conformational flexibility in a manner that is difficult to accom