72036-03-4Relevant academic research and scientific papers
Ruthenium hydride-catalyzed addition of aldehydes to dienes leading to β,γ-unsaturated ketones
Omura, Sohei,Fukuyama, Takahide,Horiguchi, Jiro,Murakami, Yuji,Ryu, Ilhyong
supporting information; experimental part, p. 14094 - 14095 (2009/03/11)
An efficient cross-addition reaction of dienes with aldehydes was developped by using RuHCl(CO)(PPh3)3 as a catalyst to give a wide variety of β,γ-unsaturated ketones, where a π-allylruthenium species, derived from hydroruthenation of diene, may be involved as a key intermediate. Copyright
Arynic Condensations of Ketone Enolates. 15. New Synthetic Applications of the Condensation of α,β-Unsaturated Ketone Enolates on Benzyne
Essiz, Munir,Guillaumet, Gerald,Brunet, Jean-Jacques,Caubere, Paul
, p. 240 - 246 (2007/10/02)
Arynic condensations of both cyclic and acyclic α,β-unsaturated ketone enolates are studied.First, condensation of substituted cyclohexenone enolates with benzyne leads to a new class of cyclobutanic alcohols 6.Ring opening of 6 under basic conditions is described as a good means of synthesizing benzocyclooctadienones 10 and 19, and, in appropriate cases, benzocyclooctenediones of type 12.Thermal dehydration of 6 affords 1,3-disubstituted naphthalenes in good yields.Second, condensations of a few acyclic α,β-unsaturated ketone enolates with benzyne are shown to be of synthetic usefulness; depending on the substituents on both sides of the carbonyl group, these condensations may lead either to substituted naphthalenes or to phenyl ketones or tetralones.
