4055-00-9

Upstream product

• 3350-92-3 5-phenylpent-4-ynoic acid 
• 80706-60-1 benzoyl-2 oxaspiropentane 
• 80706-73-6 benzoyl-2 cyclobutanone 
• 1501-05-9 5-oxo-5-phenylvaleric acid 
• 79012-04-7 cyclopropylidene-2 phenyl-1 ethanol 
• 98-86-2 acetophenone 
• 91368-76-2 (3-phenyl-prop-2-ynyl)-malonic acid 
• 1794-48-5 1-bromo-3-phenylprop-2-yne 
• 20561-10-8 trans-2-Benzoylcyclopropane-1-carboxaldehyde 
• 540803-87-0 6-phenylhex-5-ynoic acid 
• 24595-58-2 5-phenylpent-4-yn-1-ol 
• 10413-00-0 5-oxo-5-phenylpentanenitrile 
• 80706-69-0 hydroxybenzyl-2 oxaspiropentane 
• 3481-02-5 cyclopropyl phenyl ketone 

Downstream Products

• 73503-35-2 5-oxo-5-phenyl-valeric acid p-toluidide 
• 49828-17-3 1,6-diphenyl-3,4-dihydro-1H-pyridin-2-one 
• 2128-90-7 6-phenyl-2H-pyran-2-one 
• 33268-20-1 N-Ethyl-5-oxo-5-phenylpentanamid 
• 33268-21-2 N-Isopropyl-5-oxo-5-phenylpentanamid 
• 29954-00-5 5-oxo-5-phenyl-valeric acid methylamide 
• 91132-81-9 5-oxo-5-phenyl-valeric acid amide 
• 82120-42-1 methyl 6-oxo-2-phenylcyclohex-1-enecarboxylate 
• 1501-05-9 5-oxo-5-phenylvaleric acid 
• 39826-14-7 4-bromo-5-oxo-5-phenyl-pentanoic acid 
• 169601-78-9 5-oxo-5-phenylpentanoic acid benzyl-methyl amide 
• 1272-44-2 benzoylferrocene 
• 35304-85-9 (+/-)-5-(phenylcarbonyl)dihydrofuran-2(3H)-one 

Relevant academic research and scientific papers

Regioselectivity Influences in Platinum-Catalyzed Intramolecular Alkyne O-H and N-H Additions

The steric and electronic drivers of regioselectivity in platinum-catalyzed intramolecular hydroalkoxylation are elucidated. A branch point is found that divides the process between 5-exo and 6-endo selective processes, and enol ethers can be accessed in good yields for both oxygen heterocycles. The main influence arises from an electronic effect, where the alkyne substituent induces a polarization of the alkyne that leads to preferential heteroatom attack at the more electron-deficient carbon. The electronic effects are studied in other contexts, including hydroacyloxylation and hydroamination, and similar trends in directionality are predominant although not uniformly observed.

Iodine(III)-Mediated Contraction of 3,4-Dihydropyranones: Access to Polysubstituted γ-Butyrolactones

Functionalized γ-butyrolactones are privileged structures in the field of medicinal chemistry; they are found in numerous natural products and synthetic compounds with diverse biological activities. The oxidative ring contraction of 3,4-dihydropyran-2-one derivatives represents a promising yet underappreciated strategy to access these compounds. To the best of our knowledge, very few examples of this strategy have been reported, with limited investigation of the influence of stereogenic centers on the starting dihydropyranones. We investigated the iodine(III)-mediated contraction of a representative set of dihydropyranone derivatives. The method gives rapid access to functionalized γ-butyrolactones in good yields. The reaction scope was investigated, and the method was found to support various levels of substituents, even enabling access to sterically congested quaternary centers. The stereoselectivity was investigated using chiral substrates and a chiral iodine(III) reagent.

A highly active diradical cobalt(iii) catalyst for the cycloisomerization of alkynoic acids

The first cobalt-catalysed cycloisomerisation of alkynoic acids is reported, thanks to the design of a well-defined diradical cobalt(iii) catalyst, in the absence of any additives. The high efficiency, regioselectivity and chemoselectivity are comparable to those of noble metal-based systems. The unique reactivity might be attributed to second coordination sphere effects.

Silica-Supported Cationic Gold(I) Complexes as Heterogeneous Catalysts for Regio- and Enantioselective Lactonization Reactions

An efficient method for the synthesis of heterogeneous gold catalysts has been developed. These catalysts were easily assembled from readily available silica materials and gold complexes. The heterogeneous catalysts exhibited superior reactivity in various reactions where protodeauration is the rate-limiting step. Dramatic enhancement in regio- and enantioselectivity was observed when compared to the homogeneous unsupported gold catalyst. The catalysts are easily recovered and recycled up to 11 times without loss of enantioselectivity.

Facile aerobic photooxidative oxylactonization of oxocarboxylic acids in fluorous solvents

We developed efficient aerobic photooxidative oxylactonizations of oxocarboxylic acids promoted by trifluoroacetic anhydride with molecular oxygen as the terminal oxidant in the fluorous solvent FC-72.

Stereocontrolled approach to δ-amino acids by asymmetric hydrogenation of 5-acetylaminopent-4-enoic acid derivatives

Asymmetric hydrogenation of the C=C bond in 5-acetylamino-5-phenylpent-4- enoic acid methyl ester or N,N-dimethylamide catalyzed by rhodium complexes with chiral bisphosphine ligands (1 mol.% of the catalyst, 20 atm. of H2, MeOH, 50°C) gives the correspon

N-Heterocyclic carbene catalyzed ring expansion of formylcyclopropanes: Synthesis of 3,4-dihydro-α-pyrone derivatives

N-Heterocyclic carbene catalyzed ring expansion of readily accessible 2-acyl-1-formylcyclopropanes was developed. With 5 mol % of triazolium salt 5 and 30 mol % of DBU, ring expansion of various 2-acyl-1-formylcyclopropanes led to 3,4-dihydro-α-pyrones in

Synthesis and reactivity of six-membered oxa-nickelacycles: a ring-opening reaction of cyclopropyl ketones

Cyclopropanecarboxaldehyde (la), cyclopropyl methyl ketone (lb), and cyclopropyl phenyl ketone (Ic) were reacted with [Ni(cod)2] (cod = l,5-cyclooctadiene) and PBu3 at 100°C to give η2-enonenickel complexes (2a-c). In the

Formation of nickeladihydropyran by oxidative addition of cyclopropyl ketone. Key intermediate in nickel-catalyzed cycloaddition

Cyclopropyl phenyl ketone underwent oxidative addition to Ni(PCy3) generated from Ni(cod)2 and PCy3 to give a nickeladihydropyran, which is a key intermediate for the Ni(0)-catalyzed homo- or heterocycloaddition to give cyclopentane compounds having two carbonyl substituents at the 1,3-position. Copyright

1,5-diketones from 3,4-dihydropyranones: An application in the synthesis of (±)-α-herbertenol

An approach to 1,5-diketones involving the addition of organolithium reagents to 3,4-dihydropyranones is described. Good yields are obtained when reactions are quenched with trimethylsilyl chloride prior to hydrolytic work up and the organolithium reagent contains a Lewis basic group adjacent to the carbon to lithium bond. The method has been applied in a short synthesis of the fungicidal sesquiterpene (±)-α-herbertenol.