51118-40-2Relevant articles and documents
The Synthesis and Application of Novel Nitrating And Nitrosating Agents
Hakimelahi, Gholam H.,Sharghi, Hashem,Zarrinmayeh, Hamide,Khalafi-Nezhad, Ali
, p. 906 - 915 (1984)
Alcohols and phenols are efficiently nitrated with thionyl chloride nitrate or thionyl nitrate, even in the presence of an aromatic moiety.While thionyl chloride nitrate is suitable for nitration of primary OH-groups in carbohydrates, thionyl nitrate is reactive enough to react with secondary OH-groups as well.These reagents permit the highly selective nitration of the 5'-, 2',5'- and 3',5'-OH-groups of ribonucleosides to produce either mono- or diprotected nitro derivatives in high yields.Carbon acids and the enol form of some ketones are efficiently nitrated with trifluoromethanesulfonyl nitrate/potassium tert-butoxide.Lutidine N-oxide(2,6-(CH3)2C5H3N->O) was found to have marked effect on nitration reactions.Similarly, thionyl chloride nitrite and thionyl nitrite exhibit an excellent capacity for nitrosation of the aforementioned substrates
The synthetic versatility of alkoxycarbonyl- and hydroxymethyl-piperazine- 2,5-diones
Chai, Christina L.L.,Elix, John A.,Huleatt, Paul B.
, p. 8722 - 8739 (2007/10/03)
Alkoxycarbonylpiperazine-2,5-diones are versatile precursors for the α-functionalisation of piperazine-2,5-diones. The alkoxycarbonyl group activates the α-carbon position to alkylation reactions and this provides a mild and selective method for the extension of the carbon framework of piperazine-2,5-diones. In addition, the alkoxycarbonyl group can be converted to the carboxy group, which in turn can be 'deleted' or manipulated for the installation of carbon and/or heteroatom substituents where desired, the latter via N-acyliminium chemistry. We also demonstrate that hydroxymethylpiperazine-2, 5-diones complement carboxypiperazinediones as precursors for the generation of N-acyliminium ions.
Haem d1: Stereoselective synthesis of the reduced form of its parent macrocycle using the original coupling strategy
Aucken, Christopher J.,Leeper, Finian J.,Battersby, Alan R.
, p. 2099 - 2109 (2007/10/03)
A substituted isobacteriochlorin, which corresponds structurally to the reduced metal-free macrocycle of haem d1, has been synthesised by a stereoselective route in which the final step is a photochemical 18π-electron antarafacial cyclisation of an open-chain precursor.
