72189-24-3Relevant academic research and scientific papers
Regio- and stereochemistry in the sequential insertion of carbonyl compounds into zirconium-diene complexes
Yasuda, Hajime,Okamoto, Takuji,Mashima, Kazushi,Nakamura, Akira
, p. 61 - 76 (2007/10/02)
Group 4 metal-diene complexes of the type Zr(η-C5H5)2(s-cis-diene) and Zr(η-C5H5)2(s-trans-diene) (diene=butadiene, isoprene, pentadiene and their derivatives) were found to undergo regioselective 1/1 addition with a variety of aldehydes, ketones, esters and acid amides at the sterically more crowded terminal carbon of the ligated diene to give the (Z)-oxazirconacyclo-4-heptenes.Further addition of carbonyl compounds to the resulting oxametallacycle leads to 1/2 adducts of (E)-1,3-dioxazircona-6-nonene structure when the precursor oxazirconacycloheptene has a less bulky hydrogen group at the C(5) position.Highly selective, three-component, sequential addition was first realized by treatment of a ketone or an aldehyde with Zr(C5H5)2(diene)/ester, Zr(C5H5)2(diene)/alkene and Zr(C5H5)2(diene)/alkyne adducts.
Trisubstituted Stannyllithium as a Double Electron Equivalent. Reaction with α,β-Enones
Sato, Tadashi,Watanabe, Masami,Watanabe, Toshiyuki,Onoda, Yasuo,Murayama, Eigoro
, p. 1894 - 1899 (2007/10/02)
β-Stannyl ketones, easily available by the conjugate addition of (trimethylstannyl)lithium to α,β-enones, produced two types of ketones depending upon the substitution pattern by the treatment with titanium(IV) chloride.All the reactions proceeded through an intermediacy of cyclopropanol derivatives.The reaction involving the carbon skeleton rearrangement is promising as a synthetic method.
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.
