142840-06-0Relevant academic research and scientific papers
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.
