Intramolecular anionic diels-alder reactions of 1-aryl-4-oxahepta-1, 6-diyne systems in DMSO
T Kudoh, T Mori, M Shirahama, M Yamada…
Index: Kudoh, Takayuki; Mori, Tomoko; Shirahama, Mitsuhito; Yamada, Masashi; Ishikawa, Teruhiko; Saito, Seiki; Kobayashi, Hisayoshi Journal of the American Chemical Society, 2007 , vol. 129, # 16 p. 4939 - 4947
Full Text: HTML
Citation Number: 34
Abstract
Base-promoted cycloaddition reactions of 1-aryl-or 1-aryl-7-substituted-4-oxahepta-1, 6- diyne systems in DMSO have proven to involve an anionic intramolecular Diels-Alder process taking place even at room temperature in spite of the reaction suffering from temporary disruption of aromaticity. Although initially formed α-arylallenide anion can be protonated by DMSO, it can be back to the allenide anion probably because of a small ...
Related Articles:
[Zeni, Gilson; Luedtke, Diogo S.; Nogueira, Cristina W.; Panatieri, Rodrigo B.; Braga, Antonio L.; Silveira, Claudio C.; Stefani, Helio A.; Rocha, Joao B.T. Tetrahedron Letters, 2001 , vol. 42, # 51 p. 8927 - 8930]