α-Vinylation of 1, 3-Dicarbonyl Compounds with Alkenyl (aryl) iodonium Tetrafluoroborates: Effects of Substituents on the Aromatic Ring and of Radical Inhibitors
…, T Shu, T Nagaoka, Y Kitagawa
Index: Ochiai, Masahito; Shu, Toshifusa; Nagaoka, Takema; Kitagawa, Yutaka Journal of Organic Chemistry, 1997 , vol. 62, # 7 p. 2130 - 2138
Full Text: HTML
Citation Number: 50
Abstract
Direct α-vinylations of enolate anions derived from 1, 3-dicarbonyl compounds with 4-tert- butyl-1-cyclohexenyl (aryl) iodonium 2 and 1-cyclopentenyl (aryl) iodonium tetrafluoroborates 3 are reported. Frequently, α-phenylations compete with the vinylations in the reaction of 1, 3-dicarbonyl compounds with alkenyl (phenyl) iodonium salts 2a and 3a. Use of alkenyl (p-methoxyphenyl) iodonium salts 2b and 3b, however, leads to selective α ...
Related Articles:
[Klumpp, Douglas A.; Fredrick, Shyla; Lau, Siufu; Jin, Kevin K.; Bau, Robert; Surya Prakash; Olah, George A. Journal of Organic Chemistry, 1999 , vol. 64, # 14 p. 5152 - 5155]
Diaryliodonium salts. XVII. The Phenylation of 1, 3-Indandiones
[Beringer,F.M. et al. Journal of the American Chemical Society, 1962 , vol. 84, p. 2819 - 2823]
Diaryliodonium salts. XVII. The Phenylation of 1, 3-Indandiones
[Beringer,F.M. et al. Journal of the American Chemical Society, 1962 , vol. 84, p. 2819 - 2823]
1, 3-Diketo-2, 2-diphenylhydrindene
[Moubasher Journal of the American Chemical Society, 1951 , vol. 73, p. 3245]
[Song, Hyun Nam; Seong, Mi Ra; Son, Ji Suk; Kim, Jae Nyoung Synthetic Communications, 1998 , vol. 28, # 10 p. 1865 - 1870]