Refernces
10.1021/ja312092x
The research investigates the mediation of nitrite reduction by a water-soluble ferriheme model, FeIII(TPPS), which facilitates oxygen atom transfer from inorganic nitrite to various substrates, including a water-soluble phosphine (tppts), dimethyl sulfide, and biological thiols like cysteine and glutathione. The study explores the formation of reactive intermediates like sulfenic acids and nitrosyl complexes, and the subsequent redox transformations leading to the formation of N2O and NO. The experiments involve the use of optical absorbance measurements, NMR spectroscopy, mass spectrometry, infrared spectroscopy, gas chromatography, and amperometric analysis to monitor reaction progress, identify products, and quantify the concentrations of reactive species. The research also employs DFT calculations to understand the effects of proximal ligands on the Fe?NO bond and the lability of nitric oxide from ferrous heme nitrosyls.
10.1002/hlca.19830660213
The research details the total synthesis of (k)-a-acoradiene (4) from 3-methoxy-2-cyclohexenone through an 8-step process. The key steps involve a regio- and stereoselective photo [2 + 2] addition and reductive fragmentation. The purpose of the study was to develop a new, stereoselective approach to synthesizing the spiro [4.5] decane system, specifically targeting (k)-a-acoradiene. The researchers used key chemicals such as 3-methoxy-2-cyclohexenone, lithium/sodium alloy, t-butyl hydroperoxide, and lithium in ammonia. They also employed various reagents like N-chlorosuccinimide, dimethyl sulfide, and lithium tetramethylpiperidide. The conclusions drawn from the study confirmed the feasibility of the intramolecular photoaddition/cyclobutane fragmentation sequence for synthesizing complex structures like (k)-a-acoradiene. The researchers successfully synthesized the target compound and provided detailed structural evidence through spectral analysis.
10.1021/jo960669h
This research investigates the synthesis and properties of modified nucleic acids where the phosphorus in DNA and RNA is replaced by sulfur and the bridging phosphodiester oxygens by methylene units. The purpose is to understand how these nonionic modifications influence the properties of natural oligomers and their interactions with complementary strands. Key chemicals used include dimethylene sulfone, methyl sulfide, and methyl sulfoxide linkages, which are incorporated into DNA oligomers through a phosphoramidite protocol. The study concludes that these modifications do not prevent the formation of DNA/DNA and DNA/RNA duplexes and maintain sequence-specific binding. However, the melting points of these duplexes are lower than those of unmodified controls, indicating reduced stability. The research also shows that oxidation of a single thioether linker can significantly shift the melting point, suggesting potential applications for these modified oligomers as chemotunable hybridization probes.
10.1021/ja01649a029
The research aims to explore the synthesis of dimethyl-(α-hydroxy-β-propiothetin) hydrochloride (IIb) and related compounds as part of a broader study on sulfonium compounds as potential lipotropic agents. The researchers used various routes to synthesize IIb, including reactions of dimethyl sulfide with epoxides and acid-catalyzed reactions with lactones. Key chemicals involved include dimethyl sulfide, hydrogen chloride, ethylene oxide, potassium glycidate, ethyl glycidate, and methyl glycidate. The study found that while sulfonium compounds could be obtained from these reactions, yields were generally low (10 to 20%), likely due to competing reactions such as epoxide ring cleavage by hydrogen chloride. The researchers also synthesized related compounds like sulfocholine hydrochloride (IIa), (2-hydroxy-2-carbethoxy)-ethyldimethylsulfonium chloride (IIc), and (1,1-dimethyl-2-hydroxy-2-carbomethoxy)-ethyldimethylsulfonium chloride (IId) through similar methods. The study concludes that while the synthesis of these compounds is feasible, improving yields remains a challenge, and further research is needed to optimize the reaction conditions and explore alternative synthetic routes.
10.1016/S0040-4039(00)87522-X
The research explores a method for the methylidenation and ethylidenation of allylic thioethers, leading to a 2,3-sigmatropic rearrangement. The study aims to convert allylic phenylthioethers into homoallylic phenylthioethers in a single step using methylene iodide or ethylidene iodide in the presence of diethylzinc, bypassing the need for the Simmons-Smith reaction, which was found to be ineffective in the presence of thioethers. The researchers discovered that the use of diethylzinc and methylene iodide in a homogeneous solution successfully executed the desired transformation, avoiding the formation of an insoluble polymer that occurred with zinc-copper or zinc-silver couples. Key chemicals used in this process include methylene iodide, ethylidene iodide, diethylzinc, and various thioethers such as allylic phenyl sulfide and dimethyl sulfide. The study concluded that the rearrangement could be initiated by ethylidene iodide but not by other diiodoalkanes, and the procedure was effective for the selenium analogue as well, demonstrating the versatility of the method in organic synthesis.