1312844-96-4

Basic information

• Product Name: ethyl 4-benzylpent-4-enoate
• Synonyms: ethyl 4-benzylpent-4-enoate
• CAS NO: 1312844-96-4
• Molecular Weight: 218.296
• Mol File: 1312844-96-4.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: ethyl 4-benzylpent-4-enoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 4-benzylpent-4-enoate(1312844-96-4)
• EPA Substance Registry System: ethyl 4-benzylpent-4-enoate(1312844-96-4)

Safety Data

• Hazardous Substances Data: 1312844-96-4(Hazardous Substances Data)

Upstream product

• 20416-11-9 Ethyl 4-oxo-5-phenyl-pentanoate 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 6921-34-2 benzylmagnesium chloride 
• 14794-31-1 ethyl 3-(chloroformyl)propionate 
• 30457-89-7 2-benzylallyl alcohol 
• 78-39-7 Triethyl orthoacetate 

Downstream Products

• 1282061-19-1 C₁₈H₁₉NO 
• 1282060-79-0 C₁₈H₁₇NO 
• 1282061-34-0 4-benzylpent-4-enoic acid 
• 1637370-62-7 C₁₄H₁₆O₄ 
• 1637370-47-8 (R)-5-benzyl-5-(iodomethyl)dihydrofuran-2(3H)-one 
• 1637370-37-6 (S)-methyl 2-benzyltetrahydrofuran-2-carboxylate 
• 1024613-09-9 (S)-5-benzyl-5-(hydroxymethyl)dihydrofuran-2(3H)-one 

Relevant articles and documents

Complex Polyheterocycles and the Stereochemical Reassignment of Pileamartine A via Aza-Heck Triggered Aryl C-H Functionalization Cascades

Structurally complex benzo- and spiro-fused N-polyheterocycles can be accessed via intramolecular Pd(0)-catalyzed alkene 1,2-aminoarylation reactions. The method uses N-(pentafluorobenzoyloxy)carbamates as the initiating motif, and this allows aza-Heck-type alkene amino-palladation in advance of C-H palladation of the aromatic component. The chemistry is showcased in the first total synthesis of the complex alkaloid (+)-pileamartine A, which has resulted in the reassignment of its absolute stereochemistry.

Stereospecific Alkene Aziridination Using a Bifunctional Amino-Reagent: An Aza-Prilezhaev Reaction

In situ deprotection (TFA) of O-Ts activated N-Boc hydroxylamines triggers intramolecular aziridination of N-tethered alkenes to provide complex N-heterocyclic ring systems. Synthetic and computational studies corroborate a diastereospecific aza-Prilezhaev-type mechanism. The feasibility of related intermolecular alkene aziridinations is also demonstrated.

Pd(II)-catalyzed intramolecular amidoarylation of alkenes with molecular oxygen as sole oxidant

Stereoselective palladium-catalyzed synthesis of structurally versatile indoline derivatives, using molecular oxygen as the sole oxidant, is described. New C-N and C-C bonds form across an alkene in an intramolecular manner. The C-N bond-forming step proceeds via a syn-amidopalladation pathway. The moderate kinetic isotope effects (intramolecular KIE = 3.56) suggest that electrophilic aromatic substitution occurs in the arylation step.