1003558-27-7Relevant academic research and scientific papers
Preparation of symmetrical divinyl tellurides via an ylidation reaction
Silveira, Claudio C.,Perin, Gelson,Boeck, Paula,Braga, Antonio L.,Petragnani, Nicola
, p. 44 - 47 (1999)
Symmetrical divinyl tellurides are prepared by sequential reaction of bis-(triphenylmethyl phosphonium) halotellurate with base or by the reaction of triphenylmethylidene phosphoranes with TeCl4, followed by aldehydes. The products are converted to E-α,β-unsaturated aldehydes by treatment with n-BuLi and DMF.
(Z)-Selective enol triflation of α-alkoxyacetoaldehydes: Application to synthesis of (Z)-allylic alcohols via cross-coupling reaction and [1,2]-wittig rearrangement
Kurosawa, Fumiya,Nakano, Takeo,Soeta, Takahiro,Endo, Kohei,Ukaji, Yutaka
, p. 5696 - 5703 (2015/06/16)
The stereoselective transformation of α-alkoxyacetoaldehydes to the corresponding (Z)-vinyl triflates was achieved by treatment with phenyl triflimide and DBU. The stereochemistry was explained by the "syn-effect," which was attributed primarily to an σ → π interaction. The β-alkoxy vinyl triflates obtained were applied to the stereoselective synthesis of structurally diverse (Z)-allylic alcohols via transition metal-catalyzed cross-coupling reaction and [1,2]-Wittig rearrangement.
Synthesis of cyclic alkenylsiloxanes by semihydrogenation: A stereospecific route to (Z)-alkenyl polyenes
Elbert, Bryony L.,Lim, Diane S. W.,Gudmundsson, Haraldur G.,O'Hanlon, Jack A.,Anderson, Edward A.
, p. 8594 - 8598 (2014/07/21)
Cyclic alkenylsiloxanes were synthesized by semihydrogenation of alkynylsilanes - a reaction previously plagued by poor stereoselectivity. The silanes, which can be synthesized on multigram scale, undergo Hiyama-Denmark coupling to give (Z)-alkenyl polyene motifs found in bioactive natural products. The ring size of the silane is crucial: five-membered cyclic siloxanes also couple under fluoride-free conditions, whilst their six-membered homologues do not, enabling orthogonality within this structural motif.
Copper-catalyzed Z-selective semihydrogenation of alkynes with hydrosilane: A convenient approach to cis-alkenes
Wang, Guang-Hui,Bin, Huai-Yu,Sun, Miao,Chen, Shu-Wei,Liu, Ji-Hong,Zhong, Chong-Min
supporting information, p. 2175 - 2179 (2014/03/21)
A copper catalyst generated in situ from widely available copper salt and imidazolium salt in the presence of t-BuOK showed high efficiency for the semihydrogenation of a wide range of internal and terminal alkynes to their corresponding alkenes without obvious over-reduction. Functional groups, such as hydroxyl, nitro, halides, and amino, etc. were tolerated. The Z/E ratios of the obtained alkenes were generally >99%. Finally, semireduction of bulky alkynes also went smoothly.
A new approach to organomanganese compounds: The tellurium/manganese exchange reaction
Silva, Márcio S.,Comasseto, Jo?o V.,Dos Santos, Alcindo A.
experimental part, p. 5426 - 5429 (2010/10/20)
Diorganomanganese compounds react with aryl, vinyl, and alkynyl tellurides in a tellurium/manganese exchange reaction. The new mixed organomanganese reagents react selectively with electrophiles.
Selectivity on the reaction of vinylic tellurides with butyllithium in the presence of carbonyl compounds.
Dabdoub, Miguel J.,Jacob, Raquel G.,Ferreira, Jose T. B.,Dabdoub, Vania B.,De A. Marques, Francisco
, p. 7159 - 7162 (2007/10/03)
The treatment of isomeric vinylic tellurides 5-7 with butyllithium in THF at -78 °C in the presence of a carbonyl compound such as benzaldehyde or cyclohexanone was studied. High selectivity of the attack at the tellurium atom was observed. In most cases, the corresponding allylic alcohol was obtained as the only (or major) product instead of the alcohols derived by the 1,2 addition of BuLi at the carbonyl compound. Similar results were obtained using the ketenetelluroacetal 14 instead of the vinylic monotellurides.
A New Preparative Method of Organoalkali and Organoalkaline-Earth Metals Using Metal-Tellurium Exchange Reactions
Kanda, Takahiro,Sugino, Takushi,Kambe, Nobuaki,Sonoda, Noboru
, p. 103 - 106 (2007/10/02)
Diorganyl tellurides (RTeR') undergoes exchange reaction by the treatment with organometallic reagents of alkali and organoalkaline-earth metals (M = Li, Na, K, MgX and CaX) in a fashion that thermodynamically more stable carbanions are formed, which then react with carbonyl compounds to give corresponding addition products in good yields.The scope and limitation of the exchange reactions are also discussed.
VINYLLITHIUMS FROM BUTYL VINYL TELLURIDES AND BIS-VINYL TELLURIDES
Barros, Simone M.,Comasseto, Joao V.,Berriel, Jorge
, p. 7353 - 7356 (2007/10/02)
Butyl vinyl tellurides and bis-vinyl tellurides furnish vinyllithiums with retention of configuration in good yields upon treatment with n-butyllithium at -78 deg C.
Reduction electrochimique de derives carbonyles en milieu non aqueux en presence de EuCl3*6H2O
Douch, Jamaa,Mousset, Guy
, p. 549 - 556 (2007/10/02)
The electrochemical reduction of aromatic or α,β ethylenic aromatic ketones in nonaqueous solvent (DMF) has been performed in the presence of EuCl3*6H2O.Ligand exchange between DMF and water molecules of the europium salt was first studied.A voltammetric study shows that complexation involving electrogenerated Eu(II) and ketone may occur at the electrode interface or in solution, leading respectively to 1 Eu(II)-2 C=O and 1 Eu(II) - 1 C=O stoichiometries.The stereochemistry of hydrodimerization products is studied.
