92243-37-3Relevant academic research and scientific papers
Synthesis, antimicrobial evaluation, and QSAR analysis of 2-isopropyl-5-methylcyclohexanol derivatives
Singh, Manjeet,Kumar, Sunil,Kumar, Ashwani,Kumar, Pradeep,Narasimhan, Balasubramanian
experimental part, p. 511 - 522 (2012/08/07)
A series of 2-isopropyl-5-methylcyclohexanol derivatives were synthesized and evaluated for their antibacterial activity against Gram-positive Staphylococcus aureus and Bacillus subtilis and Gram-negative Escherichia coli and in vitro antifungal activity against Candida albicans and Aspergillus niger. The results of antimicrobial activity demonstrated that the compounds 10, 20, and 21 were the most active ones among the synthesized compounds. The QSAR studies revealed the importance of dipole moment (μ), total energy (Te), and topological parameters (κ1 and κ3) in describing the antimicrobial activity of 2-isopropyl-5-methylcyclohexanol derivatives. Springer Science+Business Media, LLC 2011.
Condensation reactions of planar chiral tricarbonyl-chromium-complexed benzylic alcohols and acetates with reactive arenes
Rosca, Sorin I.,Stan, Raluca,Ott, Cristina,Parlea, Elena
, p. 327 - 333 (2011/04/27)
The condensation reaction of planar chiral 2- and 2,5-substituted tricarbonyl-chromium complexed benzylic alcohols and acetates with reactive arenes (durene, anisole, 1,3-dimethoxybenzene, diphenyl ether) is reported. The reactions were performed in both racemic and enantiomeric versions, optically pure and S-(-)-[2-methoxybenzyl alcohol]-tricarbonyl-chromium being prepared by LiAlH4 reduction of diastereomeric, t.l.c. separated, (-)-menthyl esters of [2-methoxybenzoic acis]-tricarbonyl-chromium. The condensation of the difunctional complex [1,4-diacetoxymethylene-2,5-dimethoxybenzene]-tricarbonyl- chromium with an excess of anisole proved the same reactivity at both reactive benzylic sites thus serving as a model for possible polycondensation process. Corresponding optically pure difunctional starting complexes were obtained by t.l.c. separation of diasteromeric diesters with R-(-)-lactic or S-(-)-mandelic acids.
Efficient method for the preparation of carboxylic acid alkyl esters or alkyl phenyl ethers by a new-type of oxidation-reduction condensation using 2,6-dimethyl-1,4-benzoquinone and alkoxydiphenylphosphines
Shintou, Taichi,Kikuchi, Wataru,Mukaiyama, Teruaki
, p. 1645 - 1667 (2007/10/03)
A new-type of oxidation-reduction condensation proceeded smoothly to afford carboxylic acid alkyl esters or alkyl phenyl ethers in good to high yields by combined use of alkoxydiphenylphosphines (1) having primary, bulky secondary or tertiary alkoxy groups, a mild quinone-type oxidant such as 2,6-dimethyl-1,4-benzoquinone (DMBQ) and carboxylic acids or phenols. Generally, alkoxydiphenylphosphines were prepared easily from chlorodiphenylphosphine (2) and alcohols in the presence of pyridine, and were isolated by distillation. On the other hand, the phosphines 1 were also prepared in situ from N,N-dimethylaminodiphenylphosphine (3a) and primary or secondary alcohols while primary, bulky secondary or tertiary alkoxydiphenylphosphines were alternatively formed in situ by adding 2 to the "BuLi-treated alcohols in order to perform the above reactions by a one-pot procedure from alcohols and nucleophiles. The reaction of thus formed 1, DMBQ and carboxylic acids or phenols afforded the corresponding alkylated products, including hindered secondary and tertiary alkylated ones, in good to high yields at room temperature. In the case of using chiral secondary alcohols, the corresponding carboxylic acid alkyl esters were obtained as well in high yields with perfect inversion of stereochemistry by SN2 replacement.
Dimethylmalonyltrialkylphosphoranes: New general reagents for esterification reactions allowing controlled inversion or retention of configuration on chiral alcohols
McNulty, James,Capretta, Alfredo,Laritchev, Vladimir,Dyck, Jeff,Robertson, Al J.
, p. 1597 - 1600 (2007/10/03)
A new class of trialkylphosphorane has been prepared through reaction of a trialkylphosphine with 2-chlorodimethylmalonate in the presence of triethylamine. These new reagents promote the condensation reaction of carboxylic acids with alcohols to provide esters along with trialkylphosphine oxide and dimethylmalonate. The condensation reaction of chiral secondary alcohols can be controlled to give either high levels of inversion or retention through a subtle interplay involving basicity of the reaction media, solvent, and tuning the electronic and steric nature of the carboxylic acid and steric nature of the phosphorane employed. A coherent mechanism is postulated to explain these observations involving reaction via an initial acyloxyphosphonium ion.
Preparation of chiral amine carbonyl chromium(0) complexes with [(norbornadiene)Cr(CO)4] as the complexation reagent
Strotmann, Markus,Butenschoen, Holger
, p. 2273 - 2284 (2007/10/03)
A number of chiral amines were prepared and used as ligands in carbonylchromium(0) complexes. Included are monoamines chelating diamines and methionine methyl ester. For their complexation (norbornadiene)tetracarbonylchromium(0) was found to allow complex
The Synthesis and Selected Chemistry of 6-Alkyl-6-carbalkoxy- and 6-Alkyl-6-(aminocarbonyl)-2,4-cyclohexadien-1-ones and Cyclohexadienone Ketals
Schultz, Arthur G.,Dittami, James P.,Lavieri, Frank P.,Salowey, Christina,Sundararaman, Padmanabhan,Szymula, Mary Beth
, p. 4429 - 4440 (2007/10/02)
The preparation of several 6-alkyl-6-carbalkoxy-2,4-cyclohexadien-1-ones and corresponding C(1) ketals is described.Birch reduction-alkylation of methyl 2-methoxybenzoates gives 6-alkyl-6-carbomethoxy-1-methoxy-1,4-cyclohexadienes 4a-e and 5a-d, and these
