75391-05-8Relevant academic research and scientific papers
Palladium-catalysed atom-economical synthesis of conjugated dienals from terminal acetylenes and acrolein
Hearne, Zo?,Li, Chao-Jun
, p. 6136 - 6139 (2017/07/10)
Conjugated (E,E)-dienals are versatile synthetic intermediates owing to their trifunctional, electrophilic nature and the prevalence of the (E,E)-diene in a wide range of functional molecules. It is shown herein that (E,E)-dienals can be readily prepared
Iridium-catalysed desilylative acylation of 1-alkenylsilanes
Zaranek, Maciej,Skrodzki, Maciej,Szudkowska-Fr?tczak, Justyna,Dodot, Maciej,Kownacki, Ireneusz,Orwat, Bartosz,Pawlu?, Piotr
, p. 75 - 78 (2016/12/07)
We report the iridium-catalysed desilylative acylation of styryl and dienyl silanes by acid anhydrides to afford (E)-α,β-unsaturated ketones. The [{Ir(μ-Cl)(cod)}2] catalyst is the first non-rhodium complex successfully applied for this type of
Regio- and Enantioselective Copper-Catalyzed 1,4-Conjugate Addition of Trimethylaluminium to Linear α,β,γ,δ-Unsaturated Alkyl Ketones
Wu, Xiaoting,Xie, Fang,Ling, Zheng,Tang, Liang,Zhang, Wanbin
supporting information, p. 2510 - 2518 (2016/08/16)
A regio- and enantioselective copper-catalyzed 1,4-conjugate addition of trimethylaluminium to linear δ-aryl-substituted α,β,γ,δ-unsaturated alkyl ketones was developed. A series of γ,δ-unsaturated alkyl ketones were obtained in good yields with high regio- and enantioselectivity (up to 88% ee and 96:4 dr). Expansion of the reaction scope to substrates containing aromatic heterocycles also afforded good yields and enantioselectivities (up to 91% ee) with very high regioselectivities, exclusively providing the single 1,4-products. (Figure presented.).
Ruthenium-Catalyzed Silylation of 1,3-Butadienes with Vinylsilanes
Szudkowska-Fra?tczak, Justyna,Marciniec, Bogdan,Hreczycho, Grzegorz,Kubicki, Maciej,Pawlu?, Piotr
supporting information, p. 2366 - 2369 (2015/06/02)
A novel method for the synthesis of 1-silyl-substituted 1,3-butadienes, based on [RuHCl(CO)(PCy3)2]-catalyzed silylative coupling of terminal (E)-1,3-dienes with vinylsilanes, is reported. The reaction provides a facile and straightf
Palladium-tetraphosphine complex catalysed heck reaction of vinyl bromides with alkenes: A powerful access to conjugated dienes
Lemhadri, Mhamed,Battace, Ahmed,Berthiol, Florian,Zair, Touriya,Doucet, Henri,Santelli, Maurice
, p. 1142 - 1152 (2008/12/22)
A wide variety of 1,3-dienes have been prepared by the Heck vinylation of vinyl bromides using [Pd(η3-C3H5)Cl] 2/cis,cis,cis-1,2,3,4-tetrakis[(diphenylphosphino)methyl] cyclopentane (Tedicyp) as the catalyst precursor. Both α- and β-substituted vinyl bromides undergo the Heck reaction with functionalised alkenes such as acrylates, enones, styrenes or a vinyl sulfone, and also with nonfunctionalised alkenes such as dec-1-ene, leading stereoselectively, in most cases, to the corresponding E- or E,E-1,3-dienes in good yields. Furthermore, this catalyst can be used at low loading for several reactions. Georg Thieme Verlag Stuttgart.
Tandem olefin metathesis-elimination reactions. A new route to doubly unsaturated carbonyl derivatives
Lipshutz, Bruce H.,Ghorai, Subir,Bo?kovi?, ?arko V.
, p. 6949 - 6954 (2008/09/20)
Cross-metathesis between an activated olefin and an ethereal derivative of homoallylic alcohols leads to products that are subject to facile elimination resulting in α,β,γ,δ-unsaturated esters, ketones, acids, and aldehydes in high yields.
Lithium Iodide-promoted Aldol Condensation Reactions
Kelleher, Roger G.,McKervey, M. Anthony,Vibuljan, Pongsak
, p. 486 - 488 (2007/10/02)
Anhydrous lithium iodide in ether, tetrahydrofuran, or benzene is an effective reagent for the formation of α,β-unsaturated ketones by condensation of alkyl ketones with enolisable and non-enolisable aldehydes; in the presence of trimethylchlorosilane-triethylamine enone formation is suppressed and high yields of 1,3-hydroxyketones are obtained as their trimethylsilyl ether derivatives.
