Refernces
10.1021/jo9012783
The research presents a study on the ammonium-directed oxidation of cyclic allylic and homoallylic amines, with the aim of investigating the functionalization of a range of allylic 3-(N,N-dibenzylamino)cycloalk-1-enes using m-CPBA in the presence of Cl3CCO2H. The purpose of this study was to explore substrate-directed transformations, specifically the olefinic oxidation of allylic amines, which are valuable in synthetic processes. The researchers concluded that this oxidation methodology is general for a range of cyclic (5-, 7-, and 8-membered ring) allylic amines, yielding exclusively the corresponding syn-epoxide for the 5-membered ring, the anti-epoxide for the 8-membered ring, and predominantly the anti-epoxide for the 7-membered ring with high levels of diastereoselectivity. The oxidation products, which are versatile synthetic intermediates, can be readily transformed into a range of amino diols. Key chemicals used in the process include m-CPBA (meta-chloroperoxybenzoic acid), Cl3CCO2H (trichloroacetic acid), and a variety of cyclic amines and homoallylic amines.
10.1021/ol991376o
The research presents a method for the large-scale synthesis of stereodefined oligo(nucleoside 3',5'-methanephosphonates) (oligo-PMe), which are potential candidates for drugs in antisense and antigene strategies due to their sequence-specific recognition, nuclease resistance, and ability to access intracellular environments. The study focuses on developing a strategy to synthesize diastereomerically pure oligo-PMe through transient 3'-O protection, allowing the conversion of a chirally defined methanephosphonanilidate group into diastereomerically pure "oligomeric building blocks" for stereospecific coupling. 3'-O-acetylthymidine is used as a reactant in the condensation reaction with compound 2 to form the dinucleoside methanephosphonate (4). It provides the thymidine nucleoside unit necessary for the elongation of the oligonucleotide chain. Trichloroacetic acid is used to selectively remove the 5'-O protective group from the methanephosphonanilidate, yielding the corresponding 5'-OH compound. This step is crucial for the subsequent coupling reactions.
10.1055/s-0037-1610292
The study presents a method for the direct α-hydroxylation of cyclic α-branched ketones using Br?nsted acid mediation. The key chemicals involved are nitrosobenzene, which serves as the oxidant, and trichloroacetic acid (TCA), which acts as the Br?nsted acid catalyst. These reagents facilitate a tandem aminoxylation/N–O bond-cleavage process, leading to the formation of α-hydroxy carbonyl compounds, which are prevalent in pharmaceuticals and natural products. The study demonstrates that various α-aryl and α-alkyl cyclohexanones can be converted into the corresponding α-hydroxy ketones in moderate to good yields, showcasing the method's scope and potential applications in chemical synthesis.
10.1246/bcsj.80.2400
The research focuses on the synthesis of α,β-unsaturated ketones from acid chlorides through a series of chemical reactions involving the formation and cleavage of carbon-pentamethylcyclopentadienyl bonds. The purpose of this study was to develop a new method for synthesizing α,β-unsaturated ketones, which are known to isomerize easily under acidic or basic conditions, making their synthesis often complicated. The researchers concluded that they had successfully developed a three-step method to synthesize these ketones with good yields. The process involved the reaction of acid chlorides with lithium pentamethylcyclopentadienide to form pentamethylcyclopentadienyl ketones, which were then treated with an allylaluminum reagent to form 3-butenyl alcohols. The final step involved the removal of pentamethylcyclopentadiene, either by heating or treatment with a catalytic amount of trichloroacetic acid, to yield the corresponding α,β-unsaturated ketones. Key chemicals used in this process included various acid chlorides, lithium pentamethylcyclopentadienide, allylaluminum reagents, and trichloroacetic acid.
Xn, 
N, 
C, 
F
C:Corrosive;
