Allylative ring opening of siloxycyclopropanes by silver fluoride and allylic chlorides affording δ, ε-unsaturated ketones
I Ryu, H Suzuki, A Ogawa, N Kambe, N Sonoda
Index: Ryu, Ilhyong; Suzuki, Haruhisa; Ogawa, Akiya; Kambe, Nobuaki; Sonoda, Noboru Tetrahedron Letters, 1988 , vol. 29, # 47 p. 6137 - 6140
Full Text: HTML
Citation Number: 17
Abstract
Abstract Unconventional type of allylation reaction at the β-position of ketone carbonyl has been developed based on the β-metallo ketone strategy: treatment of siloxycyclopropanes 1 with allylic chlorides 2 in the presence of silver fluoride results in the effective formation of δ, ε-unsaturated ketones 4.
Related Articles:
Generation of ketone dilithio α, β-dianions and their reactions with electrophiles
[Nakahira, Hiroyuki; Ikebe, Masanobu; Oku, Yoshiaki; Sonoda, Noboru; Fukuyama, Takahide; Ryu, Ilhyong Tetrahedron, 2005 , vol. 61, # 13 p. 3383 - 3392]
A conjugate addition of allylsilanes to α, β-unsaturated ketones catalyzed by trityl perchlorate
[Hayashi, Masaji; Mukaiyama, Teruaki Chemistry Letters, 1987 , p. 289 - 292]
[Iwasaki, Masayuki; Hayashi, Sayuri; Hirano, Koji; Yorimitsu, Hideki; Oshima, Koichiro Journal of the American Chemical Society, 2007 , vol. 129, # 14 p. 4463 - 4469]
[Iwasaki, Masayuki; Hayashi, Sayuri; Hirano, Koji; Yorimitsu, Hideki; Oshima, Koichiro Journal of the American Chemical Society, 2007 , vol. 129, # 14 p. 4463 - 4469]