TY - JOUR
T1 - Synthesis of β,γ-unsaturated ketones from acid chlorides through carbon-pentamethylcyclopentadienyl bond formation and cleavage
AU - Uemura, Minoru
AU - Iwasaki, Masayuki
AU - Morita, Eiji
AU - Yorimitsu, Hideki
AU - Oshima, Koichiro
PY - 2007/12/1
Y1 - 2007/12/1
N2 - Reaction of acid chlorides with lithium pentamethylcyclopentadienide afforded the corresponding pentamethyl-cyclopentadienyl ketones in high yield. These ketones were treated with an allylaluminum reagent to form the corresponding 3-butenyl alcohols. Removal of pentamethylcyclopentadiene upon heating or treatment with a catalytic amount of trichloroacetic acid yielded the corresponding β,γ-unsaturated ketones in good yields.
AB - Reaction of acid chlorides with lithium pentamethylcyclopentadienide afforded the corresponding pentamethyl-cyclopentadienyl ketones in high yield. These ketones were treated with an allylaluminum reagent to form the corresponding 3-butenyl alcohols. Removal of pentamethylcyclopentadiene upon heating or treatment with a catalytic amount of trichloroacetic acid yielded the corresponding β,γ-unsaturated ketones in good yields.
UR - http://www.scopus.com/inward/record.url?scp=46849097429&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=46849097429&partnerID=8YFLogxK
U2 - 10.1246/bcsj.80.2400
DO - 10.1246/bcsj.80.2400
M3 - Article
AN - SCOPUS:46849097429
SN - 0009-2673
VL - 80
SP - 2400
EP - 2405
JO - Bulletin of the Chemical Society of Japan
JF - Bulletin of the Chemical Society of Japan
IS - 12
ER -