Refernces
10.1016/j.molstruc.2010.01.059
The research focuses on the 1,3-dipolar cycloaddition reaction of N-[4-nitrophenyl]-C-[2-furyl] nitrilimine with electron-rich dipolarophiles such as vinyl acetate, 2-propyne-1-ol, and styrene, aiming to synthesize specific pyrazole derivatives. The reaction's reactivity and regiochemistry were experimentally investigated and supported by theoretical DFT-based reactivity indexes using the B3LYP/6-31G(d) level of theory. The study employed a variety of analytical techniques including 1H and 13C NMR, IR spectroscopy, mass spectrometry, and elemental analysis to characterize the synthesized products. The regioselectivity of the reactions was further analyzed using DFT-based reactivity indexes, such as Fukui indexes, local softnesses, and local electrophilicity, to predict the favored interaction sites and elucidate the reaction mechanisms. The research successfully predicted the regiochemistry of the isolated cycloadducts and provided insights into the factors influencing the regioselectivity of these reactions.
10.1002/1615-4169(200108)343:6/7<618::AID-ADSC618>3.0.CO;2-E
The research focuses on the synthesis of both enantiomers of levoglucosenone from acrolein dimer using lipase-mediated kinetic hydrolysis. The purpose of this study was to develop an efficient method for the synthesis of levoglucosenone, a chiral building block with high chemical potential, which is utilized in the construction of various optically active compounds. The researchers concluded that they had successfully developed a new route to racemic levoglucosenone and its resolution into both enantiomers of enantiopure levoglucosenone. Key chemicals used in the process included acrolein dimer, sodium borohydride, vinyl acetate, p-toluenesulfonic acid, m-chloroperbenzoic acid, o-iodoxybenzoic acid, and various lipases for the enzymatic resolution steps. The synthesis involved several steps, including reduction, oxidative acetalization, Swern oxidation, and dehydrogenation, ultimately leading to the desired enantiomers of levoglucosenone.
10.1021/ja952674t
The research aims to develop a quantitative model that predicts the solvent dependence of enzymatic selectivity based on the thermodynamics of substrate solvation. The study concludes that enzymatic prochiral selectivity in anhydrous organic solvents can be primarily attributed to changes in the relative solvation energies for the pro-R and pro-S binding modes of the substrate in the transition state. The model was found to perform well with crystalline enzymes, but not with amorphous enzyme powders due to their ill-defined structure. Key chemicals used in the process include γ-chymotrypsin, subtilisin Carlsberg, vinyl acetate, 2-(3,5-dimethoxybenzyl)-1,3-propanediol, and various organic solvents such as diisopropyl ether, cyclohexane, and acetonitrile, among others.
F,
T
F:Flammable;
