18458-72-5

Upstream product

• 542-05-2 acetonedicarboxylic acid 
• 100-52-7 benzaldehyde 
• 171969-35-0 2,6-diphenyltetrahydro-2H-pyran-4-ol 
• 473-90-5 acetonedicarboxylic acid 
• 25830-15-3 t-2,c-6-diphenyloxan-r-4-ol 
• 53063-63-1 5-hydroxy-3-oxo-5-phenyl-valeric acid methyl ester 
• 55848-87-8 t-butyl 5-hydroxy-3-oxo-5-phenylpentanoate 
• 40989-96-6 2-phenyl-2,3-dihydropyran-4-one 
• 98-80-6 phenylboronic acid 
• 40989-96-6 (2S)-2-phenyl-2,3-dihydro-4H-pyran-4-one 

Downstream Products

• 538-58-9 1,5-diphenyl-1,4-pentadiene-3-one 
• 1227953-26-5 C₁₈H₁₉N₃OS 
• 1227953-28-7 C₂₄H₂₃N₃OS 
• 1227953-31-2 7,9-diphenyl-1,2,4-triaza-8-oxa-spiro(4.5)decan-3-thione 
• 131042-74-5 4-Methyl-2r,6t-diphenyl-tetrahydro-pyran-4-ol 
• 25830-15-3 t-2,c-6-diphenyloxan-r-4-ol 
• 77789-89-0 6,8-Diphenyl-trans-2,4-diphenyl-3-oxa-7-azabicyclo<3.3.1>nonan-9-one 
• 18458-73-6 r-2,trans-6-Diphenyl-4-oxanone Oxime 
• 67608-71-3 2endo,4exo,6ξ,8ξ-tetraphenyl-3-oxa-7-aza-bicyclo[3.3.1]nonan-9-one 
• 67608-72-4 6ξ,8ξ-bis-(4-chloro-phenyl)-2endo,4exo-diphenyl-3-oxa-7-aza-bicyclo[3.3.1]nonan-9-one 

Relevant academic research and scientific papers

Trans-selective rhodium catalysed conjugate addition of organoboron reagents to dihydropyranones

The selective synthesis of 2,6-trans-tetrahydropyran derivatives employing the rhodium catalysed addition of organoboron reagents to dihydropyranone templates, derived from a zinc-catalysed hetero-Diels-Alder reaction, is reported. The addition of both arylboronic acids and potassium alkenyltrifluoroborates have been accomplished in high yields using commercially-available [Rh(cod)(OH)]2 catalyst. The selective formation of the 2,6-trans-tetrahydropyran stereoisomer is consistent with a mechanism involving alkene association and carbometalation on the less hindered face of the dihydropyranone.

Synthesis, characterisation and antimicrobial activities of novel 7,9-diphenyl-1,2,4-triaza-8-oxa-spiro[4.5]-decan-3-thiones

Some new 7,9-diaryl-1,2,4-triaza-8-oxa-spiro [4.5]-decan-3-thiones has been synthesised and their antibacterial activity against Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa and Salmonella typhi, and antifungal activity against Candida albicans, Rhizopus sp., Aspergillus flavus and Aspergillus niger were examined. Compounds 14 and 15 against E. coli and S. typhi showed marked antibacterial activity. Similarly, compounds 13 and 15 against Rhizopus sp. and 13 and 14 against A. flavus exerted significant antifungal activities. Springer Science+Business Media, LLC 2011.

The one-pot, multi-component construction of highly substituted tetrahydropyran-4-ones using the Maitland-Japp reaction

A one-pot, multi-component reaction for the synthesis of highly substituted tetrahydropyran-4-ones, based on the long forgotten Maitland-Japp reaction has been realised. Two different aldehydes and a derivative of a β-ketoester can be condensed regioselectively in the presence of a Lewis acid to form tetrahydropyran-4-ones in excellent yields. The diastereoselectively of the reaction was found to be dependant upon the nature of the Lewis acid and the temperature at which the reaction was carried out. This procedure was also extended to the formation of tetrahydropyran-4-ones in greater than 95% enantiomeric excess. The Royal Society of Chemistry 2005.

Conformational effects upon the oxidation of some substituted oxan-4-ols

Kinetics of oxidation of some epimeric pairs of oxan-4-ols by pyridinium fluorochromate (PFC) in the presence of sulphuric acid in aqueous acetic acid at 60°C have been investigated. The rate of oxidation is first order with respect to both the oxidant and the substrate concentrations at constant [acid]. The effect of solvent polarity on the reaction rates has also been studied. The order with respect to [H3O+] is found to be fractional at constant ionic strength in sulphuric acid. A suitable mechanism and the corresponding rate equation have been proposed. The reactivities of oxan-4-ols are rationalized on the basis of their conformational features. A twist conformation is assigned to t-2,t-6-diphenyl-c-3,c-5-dimethyloxan-r-4-ol and c-2,c-6-diphenyl-t-3,t-5-dimethyloxan-r-4-ol based on their oxidation rate constants.

Dissociation Constants of Cyanohydrins of Some Tetrahydropyran-4-ones

The dissociation constants of cyanohydrins of some substituted tetrahydropyran-4-ones have been determined at 30 deg in 80percent dioxane-water (v/v).The results substantiate the steric environment of the carbonyl group in these ketones.

Steric Effects in the Oxidation of Oxan-4-ols and Thian-4-ols by Vanadium(V)

The rates of oxidation of 20 heterocyclic alcohols by vanadium(V) have been measured at 60 deg C in aqueous acetic acid medium in the presence of sulfuric and perchloric acid.The data indicate an overall second-order reaction at constant acid concentration, first-order each in alcohol and oxidant.The conformational effects on the rates of oxidation of various heterocyclic alcohols are discussed.An interesting observation in the present study is that t-2,t-6-diphenyl-c-3,c-5-dimethyloxolan-r-4-ol, an axial alcohol, reacts slower than corresponding equatorial epimer, c-2,c-6-diphenyl-t-3,t-5-dimethyl-oxan-r-4-ol, which is contrary to general expectations.

Conformation and Reactivity of Some Substituted Oxan-4-ols in the Oxidation with Cerium(IV)

The kinetics of the oxidation of some substituted oxan-4-ols by cerium(IV) in an aqueous acetic acid medium at 60 deg C in the presence of sulphuric acid have been investigated.The reaction is first-order each in oxidant and substrate at constant acid concentration. t-2,t-6-Diphenyl-c-3,c-5-dimethyloxan-r-4-ol, an axial alcohol, reacts slower than the corresponding equatorial epimer, c-2,c-6-diphenyl-t-3,t-5-dimethyloxan-r-4-ol.This anomalous observation and the reactivity of other oxanols towards oxidation have been discussed on the basis of conformational differences.

Stereochemical Effects in Oxidation of Some Substituted 1-Hetera-4-cyclohexanols by Bromine

The rates of bromine oxidation of a number of substituted 1-hetera-4-cyclohexanols in acetic acid-water (80:20, percentv/v) have been measured at 50 deg C and the differences in reaction rates are rationalised based on the substituent and conformational e

Syntheses and a Conformational Study of Certain Selected 3-Oxa-7-azabicyclononan-9-ones. Single-Crystal X-ray Diffraction Analysis of 6,8-Bis(2-chlorophenyl)-3-oxa-7-azabicyclononan-9-one.

Isomers of 2,4,6,8-tetraphenyl-3-oxa-7-azabicyclononan-9-ones, 6,8-bis(2-chlorophenyl)-3-oxa-7-azabicyclononan-9-one, and N-benzyl-3-oxa-7-azabicyclononan-9-one have been prepared by Mannich-type cyclocondensations with appropiate tet