23732-24-3Relevant academic research and scientific papers
Palladium-catalyzed asymmetric quaternary stereocenter formation
Gottumukkala, Aditya L.,Matcha, Kiran,Lutz, Martin,De Vries, Johannes G.,Minnaard, Adriaan J.
, p. 6907 - 6914 (2012/07/01)
An efficient palladium catalyst is presented for the formation of benzylic quaternary stereocenters by conjugate addition of arylboronic acids to a variety of β,β-disubstituted carbocyclic, heterocyclic, and acyclic enones. The catalyst is readily prepared from PdCl2, PhBOX, and AgSbF 6, and provides products in up to 99 % enantiomeric excess, with good yields. Based on this strategy, (-)-α-cuparenone has been prepared in only two steps. Copyright
FORMATION DE CETONES ETHYLENIQUES PAR ACTION D'ACIDE ACETYLSULFOACETIQUE SUR DES ALCENES
Loiseau, Andre-Michel,Luft, Robert,Zunino, Serge
, p. 144 - 152 (2007/10/02)
Monoalkyl- and 1,2-dialkylethylenes have a similar behaviour under the action of acetylsulfoacetic acid : the reaction does not necessarily stop after the formation of α- or β-enones, the yield of which is highly influenced by reaction time; thus, 1-acetoxy-1,3-dienes are identified in the case of α-enones.A different behaviour is shown by 1,1-dialkyl and trialkylethylenes, which can constitute an interesting source of highly branched enones.With this second group of alkenes, isomerisation of the alkene is sometimes observed prior to acetylation.Lastly, some alkenes undergo acetoxylation at the same time as acetylation.
