80006-88-8

Basic information

• Product Name: 1-Hepten-3-ol, 1-phenyl-, acetate, (E)-
• CAS NO: 80006-88-8
• Molecular Formula: C15H20O2
• Molecular Weight: 232.323
• Mol File: 80006-88-8.mol

Chemical Properties

• CAS DataBase Reference: 1-Hepten-3-ol, 1-phenyl-, acetate, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Hepten-3-ol, 1-phenyl-, acetate, (E)-(80006-88-8)
• EPA Substance Registry System: 1-Hepten-3-ol, 1-phenyl-, acetate, (E)-(80006-88-8)

Safety Data

• Hazardous Substances Data: 80006-88-8(Hazardous Substances Data)

Upstream product

• 693-03-8 n-butyl magnesium bromide 
• 64847-78-5 (E)-1,1-diacetoxy-3-phenylprop-2-ene 
• 109801-00-5 (1E)-1-phenylhept-1-en-3-ol 
• 75-36-5 acetyl chloride 
• 108-24-7 acetic anhydride 

Downstream Products

• 80006-89-9 1-Methyl-4-((E)-1-phenyl-hept-1-ene-3-sulfonyl)-benzene 
• 132313-14-5 ((1E)-hepta-1,3-dien-1-yl)benzene 
• 136272-15-6 7,8-diphenyl-5,9-tetradecadiene 
• 136272-14-5 3,4-dibutyl-1,6-diphenyl-1,5-hexadiene 
• 1104997-45-6 (E)-2-heptene-1,1-diyldibenzene 
• 1222085-73-5 C₁₈H₂₄O₄ 
• 1222085-72-4 (E)-dimethyl 2-(1-phenylhept-1-en-3-yl)malonate 

Relevant articles and documents

Sulfonamidoquinoline/palladium(II)-dimer complex as a catalyst precursor for palladium-catalyzed γ-Selective and stereospecific allyl-aryl coupling reaction between allylic acetates and arylboronic acids

On neutral territory: A neutral palladium(II)-dimer catalyst system incorporating anionic sulfonamidoquinoline ligands is effective for the γ-selective and stereospecific allyl-aryl coupling between acyclic (E)-allylic acetates and arylboronic acids. Copy

Palladium-catalyzed γ-selective and stereospecific allyl-aryl coupling between acyclic allylic esters and arylboronic acids

Reactions between acyclic (E)-allylic acetates and arylboronic acids in the presence of a palladium catalyst prepared from Pd(OAc)2, phenanthroline (or bipyridine), and AgSbF6 (1:1.2:1) proceeded with excellent γ-selectivity to afford allyl-aryl coupling products with E-configuration. The reactions of α-chiral allylic acetates took place with excellent α-to-γ chirality transfer with syn stereochemistry to give allylated arenes with a stereogenic center at the benzylic position. The reaction tolerated a broad range of functional groups in both the allylic acetates and the arylboronic acids. Furthermore, γ-arylation of cinnamyl alcohol derivatives afforded gem-diarylalkane derivatives containing an unconjugated alkenic substituent. The synthetic utility of this method was demonstrated by its utilization in an efficient synthesis of (+)-sertraline, an antidepressant agent. The observed γ-regioselectivity and E-1,3-syn stereochemistry were rationalized based on a Pd(II) mechanism involving transmetalation between a cationic mono(acyloxo)palladium(II) complex and arylboronic acid, and directed carbopalladation followed by syn-β-acyloxy elimination. The results of stoichiometric reactions of palladium complexes related to possible intermediates were fully consistent with the proposed mechanism.

Copper-catalyzed substitution reactions of acylal with organomanganese reagents

A mild method for the copper-catalyzed substitution of aldehyde acylals with organomanganese reagents is reported. This operationally simple C-C bond-forming protocol uses different Cu(I) catalysts. Acylal from trans-cinnamaldehyde furnishes conjugated addition product when reacted with alkyl and aryl organomanganese reagents in presence of 10 mol % of Cu(NCMe) 2 (PPh3)2[BF4] and 2 equivalent of Me3Si-C1 as an accelerator. This reagent can be efficiently used in the substitution of one acetate group of aromatic acylal to form esters in high yield.