497-25-6, Name is Oxazolidin-2-one, belongs to oxazolidine compound, is a common compound. Product Details of 497-25-6In an article, once mentioned the new application about 497-25-6.
The electrochemical cyanation of N-benzyl-substituted cyclic six-membered alpha-silylamines including tetrahydroquinoline and piperidine derivatives was studied. The results of these investigations demonstrate that alpha-silylamines are valuable precursors for the preparation of the corresponding alpha-cyanoamines. The TMS group alpha to the N atom not only governs the chemoselectivity of the iminium formation through a preferential desilylation reaction under the experimental conditions (i.e., amine cation radical desilylation versus deprotonation), it also lowers the oxidation potential of tertiary amines compared to their non-TMS counterparts. Both the stereoselectivity and regioselectivity of the cyanide addition were investigated with 3-methylpiperidine as the model compound. The formation of a single cis diastereoisomer in which the 2-cyano group is axial and the 5-methyl group is equatorial, indicates that the addition of the cyanide anion onto the iminium species is under stereoelectronic control. In addition, the redox reaction, involving the intermediate nitrogen-centered cation radical and the cyanide anions played no role, because the alpha-silyl radical has such a short lifetime.
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Reference：
Oxazolidine – Wikipedia,
Oxazolidine | C3H544NO – PubChem