106928-44-3Relevant academic research and scientific papers
Effect of a remote substituent on regioselectivity in oxymercuration of unsymmetrically substituted norbornenes
Mayo, Peter,Poirier, Marc,Rainey, Jan,Tam, William
, p. 7727 - 7730 (1999)
The effect of a remote substituent on the regioselectivity in the oxymercuration of unsymmetrical substituted norbornenes has been investigated. Moderate to high levels of regioselectivity were observed with both exo- and endo-substituents at C-2 of norbornenes.
α-Hydroxyacids accelerate the Diels-Alder reaction of dibutyl vinylboronate with cyclopentadiene: Experimental results and mechanistic insights
Grimblat,Sarotti,Pisano,Pellegrinet
, p. 1966 - 1969 (2016)
We have found that α-hydroxyacids accelerate the Diels-Alder reaction of dibutyl vinylboronate with cyclopentadiene. When stoichiometric quantities are used, excellent yields are obtained, while catalytic activities are moderate. DFT calculations suggested that the activation of the dienophile occurs by ligand exchange with both functionalities of the α-hydroxyacid.
Bacillus stearothermophilus alcohol dehydrogenase: A new catalyst to obtain enantiomerically pure bicyclic octen- and hepten-ols and -ones
Giovannini, Pier Paolo,Hanau, Stefania,Rippa, Mario,Bortolini, Olga,Fogagnolo, Marco,Medici, Alessandro
, p. 1669 - 1676 (1996)
From the cells of Bacillus stearothermophilus a new enzyme has been isolated, which catalyses the stereospecific redox reactions of bicyclic octen- and hepten- ols and -ones.
Diels-Alder reactions of pinacol alkenylboronates: An experimental and theoretical study
Vallejos, Margarita M.,Grimblat, Nicolas,Pellegrinet, Silvina C.
, p. 36385 - 36400 (2014)
We have studied the Diels-Alder reactions of pinacol alkenylboronates with cyclopentadiene under two different sets of conditions: thermal heating at 170 °C in a pressure tube and with catalytic TFA (5 mol%) at 80 °C. Yields varied significantly from system to system and also for the uncatalyzed and catalyzed methodologies. Moderate to excellent exo-stereoselectivities were obtained in all cases. The theoretical study of the thermal reactions sheds some light on the intriguing substituent effects observed experimentally. A variety of substituted 5-norbornen-2-ols were easily generated by subsequent in situ oxidation of the cycloadducts with alkaline hydrogen peroxide. This journal is the Partner Organisations 2014.
Kinetic Resolution via Oxidation of endo-Bicyclic Octen- and Heptenols with Bacillus stearothermophilus
Fantin, Giancarlo,Fogagnolo, Marco,Medici, Alessandro,Pedrini, Paola,Rosini, Goffredo
, p. 1635 - 1638 (1994)
Key words: Kinetic resolution, Microbial oxidation, 6-endo-Bicyclohept-2-en-6-ol, 2-endo-Bicyclooct-7-en-2-ol, 2-endo-Norborn-5-en-2-ol Kinetic resolution of the racemic endo-bicyclic octenol and heptenols via oxidation with Bacillus stearothermopilus is described.The enantiomerically pure ketones and alcohols can be obtained varying the oxidation time.
Endo-Selectivity and Kinetic Control in Alkali Metal-NH3-NH4(1+) Reductions of Bicycloheptan-2-ones
Rautenstrauch, Valentin
, p. 1558 - 1560 (1986)
Reduction of five bicycloheptan-2-ones (6), (9), (12), (15), (18) and the parent bicyclohept-5-en-2-one (21) by alkali metals dissolving in NH3 and a cosolvent saturated with NH4Cl affords in every case predominantly (83 -> 99percent) the corresponding endo-alcohol (7), (10), (13), (16), (19), and (22), and since two of these endo-alcohols are the thermodynamically more stable and two the less stable isomers, these reductions are probably all kinetically controlled; a correlation is made between this endo-selectivity and exo-hydrogen-exchange in the ketones (6), (9), (12), (15), and (21).
Lactobacillus kefir Alcohol Dehydrogenase: A Useful Catalyst for Synthesis
Bradshaw, Curt W.,Hummel, Werner,Wong, Chi-Huey
, p. 1532 - 1536 (1992)
The alcohol dehydrogenase from Lactobacillus kefir simultaneously catalyzes carbonyl reductions and NADPH regeneration in the presence of 2-propanol.Representative synthesis of a number of chiral alcohols was accomplished in good yield and high enantiomeric excess (94-99percent).This NADPH-requiring enzyme transfers the pro-R hydride from the cofactor to the si face of carbonyls to give (R) alcohols.The enzyme exhibits a very broad substrate specificity and high enantioselectivity for the synthesis of chiral aromatic, cyclic, polycyclic, and aliphatic alcohols.
'Immunization' of Lipase against Acetaldehyde emerging in Acyl Transfer Reactions from Vinyl Acetate
Berger, Brigitte,Faber, Kurt
, p. 1198 - 1200 (1991)
Immobilization of Candida cylindracea lipase by covalent linkage involving the ε-amino residues of lysine leads to a five-fold increase of selectivity which is entirely preserved against deactivation caused by acetaldehyde, an unavoidable by-product in acyl transfer reactions with vinyl acetate.
Fate of a highly strained hydrocarbon in aqueous soil environment
Hill,Szechi,Hofstee,Dane
, p. 651 - 655 (1997)
The most important factor affecting the reactivity of quadricyclane in the soils was pH, while organic matter content was not important. In soils of high pH, quadricyclane behaved as a light nonaqueous phase liquid except that it had a propensity to form microemulsions. In soils of low pH, the reactions producing the alcohols and their subsequent dissolution in the groundwater became significant.
Design of very transparent fluoropolymer resists for semiconductor manufacture at 157 nm
Feiring, Andrew E.,Crawford,Farnham,Feldman,French,Leffew,Petrov,Schadt III,Wheland,Zumsteg
, p. 11 - 16 (2003)
Photolithography at 157 nm requires development of new photoresists that are highly transparent at this wavelength. Transparent fluoropolymer platforms have been identified which also possess other materials properties required for chemically amplified imaging and aqueous development. Polymers of tetrafluoroethylene (TFE), a fluoroalcohol-substituted norbornene and an acid-labile acrylate ester show the best combination of properties. A solution, semibatch, free-radical polymerization process was developed allowing synthesis of the terpolymers on a multikilogram scale. Further property enhancements may arise from replacing the norbornene with functionalized tricyclononenes. Formulated resists have been imaged in a 157 nm microstepper.
