Inter-and intramolecular [4+ 2] cycloadditions of nitroalkenes with olefins. 2-Nitrostyrenes

SE Denmark, BS Kesler, YC Moon

文献索引：Denmark, Scott E.; Kesler, Brenda S.; Moon, Young-Choon Journal of Organic Chemistry, 1992 , vol. 57, # 18 p. 4912 - 4924

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被引用次数: 77

摘要

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 ...