142840-16-2Relevant academic research and scientific papers
2-aminopyridinium ions activate nitroalkenes through hydrogen bonding
Takenaka, Norito,Sarangthem, Robindro Singh,Seerla, Sreehari Kumar
, p. 2819 - 2822 (2008/02/07)
2-Aminopyridinium ions were found to activate nitroalkenes toward conjugate addition of heteroaromatic compounds with low catalyst loadings and the Diels Alder reaction with the periselectivity opposite to that observed with metal Lewis acids, raising the
Inter- and Intramolecular Cycloadditions of Nitroalkenes with Olefins. 2-Nitrostyrenes
Denmark, Scott E.,Kesler, Brenda S.,Moon, Young-Choon
, p. 4912 - 4924 (2007/10/02)
Aromatic nitroalkenes 9 - 12 underwent Lewis acid catalyzed cycloadditions with various cyclic alkenes to afford high yields of nitronates 25 - 30 with exclusive anti selectivity.Hammett studies helped to further delineate the role of the Lewis acid.Reaction of nitroalkenes 8 and 10 with various cyclic dienes in the presence of a Lewis acid demonstrated the ability of nitroalkenes to behave as dienes in cycloadditions.The major products were the syn diastereomers which arise from an endo-folded transition structure.Finally, intramolecular cycloaddition of 36 - 39 allowed a correlation between the stereochemical course of the reaction and positions of sp2 centers in the tether to be addressed.
