33599-86-9

Upstream product

• 122-78-1 phenylacetaldehyde 
• 292638-85-8 acrylic acid methyl ester 
• 104-53-0 3-phenyl-propionaldehyde 
• 67-56-1 methanol 
• 78905-97-2 (E)-5-phenylpent-3-enoic acid 
• 201230-82-2 carbon monoxide 
• 768-56-9 4-Phenylbut-1-ene 
• 74-88-4 methyl iodide 

Downstream Products

• 352214-80-3 (4R,5R)-5-Benzyl-4-hydroxy-dihydro-furan-2-one 

Relevant academic research and scientific papers

Intramolecular Cyclization of Vinyldiazoacetates as a Versatile Route to Substituted Pyrazoles

Vinyldiazo compounds undergo a thermal electrocyclization to form pyrazoles in yields of up to 95percent. The reactions are operationally simple, use readily available starting materials, require no intervention of a catalyst, and enable the synthesis of mono-, di- A nd tri-substituted pyrazoles. With the ability to produce highly substituted pyrazoles and the flexibility in installing various types of substituents, this method constitutes a new entry to this valuable heterocyclic scaffold and may be of interest to all branches of the chemical industry.

Highly regioselective palladium-catalysed oxidative allylic C-H carbonylation of alkenes

Pd-catalysed direct oxidative carbonylation of allylic C-H bonds with carbon monoxide was first described. This new procedure shows that the inherent requirement for a leaving group in the Tsuji-Trost palladium-catalysed allylic carbonylation can be lifted, which provides a new route for accessing more synthetically useful β-enoic acid esters with high regioselectivity. The Royal Society of Chemistry 2011.

Regioselective ring opening and isomerization reactions of 3,4-epoxyesters catalyzed by boron trifluoride

Efficient ring opening of 3,4-epoxyesters with alcohols to produce 4-alkoxy-3-hydroxyesters and their isomerization into 4-ketoesters using boron trifluoride as the catalyst are presented. Both transformations are simple and efficient methods for the synthesis of the above named synthetically useful compounds.

HPLC and GC-MS identification of the major organic constituents in New Zealand propolis

The major organic constituents of New Zealand sourced propolis have been identified and quantified in tincture solutions by a combination of HPLC and GC-mass spectrometry (MS). HPLC was the preferred method for the analysis of flavonoids because of their very low response factors in GC-MS. Flavonoid levels ranged from 30-40 mg ml-1. A distinctive characteristic of the flavonoids in New Zealand propolis is the unusually high proportion (ca 70%) of dihydroflavonoids, e.g. pinocembrin, pinobanksin and pinobanksin 3-acetate. Non-flavonoid components analysed by GC-MS comprised a range of aromatic compounds (3-7.5 mg ml-1), together with low levels (0.25-0.78 mg ml-1) of fatty acids. The former comprised mainly cinnamic acids and their esters, but also included the rare 5-phenyl-trans-trans-2,4-pentadienoic acid and the new natural product, 5-phenyl-trans-3-pentenoic acid. Both were synthesized to confirm their identity. Copyright

Reductive Cleavage Reaction of γ-Functionalized α,β-Unsaturated Esters and Halomethyls Mediated with Magnesium in Methanol

Reductive cleavage of various types of C-O and C-N bonds tethered to α,β-unsaturated esters and halomethyls was mediated with magnesium in methanol, which provided a facile method for the synthesis of δ-hydroxy or δ-amino β,γ-unsaturated esters and allylic alcohols.Regardless of the geometry (E or Z) of the α,β-unsaturated esters, 1a-b, 5a-c, 11, 13, and 23, the cleavage product obtained was exclusively the E isomer of the corresponding deconjugated hydroxy and amino esters.The steric bias and ring strain of 15, 17, and 21 gave rise to a product mixture of E and Z isomers.