55366-40-0Relevant academic research and scientific papers
Extending the Substrate Scope in the Hydrogenation of Unfunctionalized Tetrasubstituted Olefins with Ir-P Stereogenic Aminophosphine-Oxazoline Catalysts
Biosca, Maria,Salomó, Ernest,De La Cruz-Sánchez, Pol,Riera, Antoni,Verdaguer, Xavier,Pàmies, Oscar,Diéguez, Montserrat
supporting information, p. 807 - 811 (2019/01/26)
Air-stable and readily available Ir-catalyst precursors modified with MaxPHOX-type ligands have been successfully applied in the challenging asymmetric hydrogenation of tetrasubstituted olefins under mild reaction conditions. Gratifyingly, these catalyst precursors are able to efficiently hydrogenate not only a range of indene derivatives (ee's up to 96%) but also 1,2-dihydronapthalene derivatives and acyclic olefins (ee's up to 99%), which both constitute the most challenging substrates for this transformation.
ARYL, HETEROARY, AND HETEROCYCLIC PHARMACEUTICAL COMPOUNDS FOR TREATMENT OF MEDICAL DISORDERS
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Page/Page column 467; 468, (2018/09/21)
Complement Factor D inhibitors, pharmaceutical compositions, and uses thereof, as well as processes for their manufacture are provided. The compounds provided include Formula I, Formula II, Formula III, Formula IV, and Formula V, or a pharmaceutically acceptable salt, prodrug, isotopic analog, N-oxide, or isolated isomer thereof, optionally in a pharmaceutically acceptable composition. The inhibitors described herein target Factor D and inhibit or regulate the complement cascade.
ARYL, HETEROARYL, AND HETEROCYCLIC COMPOUNDS FOR TREATMENT OF MEDICAL DISORDERS
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Paragraph 1629, (2017/03/14)
Compounds, methods of use, and processes for making inhibitors of complement Factor D comprising Formula I, or a pharmaceutically acceptable salt or composition thereof wherein R12 or R13 on the A group is an aryl, heteroaryl or heterocycle (R32) are provided. The inhibitors of Factor D described herein reduce the excessive activation of complement.
Diethylzinc-mediated one-step stereoselective synthesis of α-fluoroacrylates from aldehydes and ketones. Two different pathways depending on the carbonyl partner
Lemonnier,Zoute,Dupas,Quirion,Jubault
experimental part, p. 4124 - 4131 (2009/09/25)
(Chemical Equation Presented) A efficient methodology allowing the one-pot stereoselective synthesis of R-fluoroacrylates, based on the addition of ethyl dibromofluoroacetate to a carbonyl derivative using diethylzinc as organometallic mediator, is descri
Iridium-catalyzed asymmetric hydrogenation of fluorinated olefins using N,P-ligands: A struggle with hydrogenolysis and selectivity
Engman, Mattias,Diesen, Jarle S.,Paptchikhine, Alexander,Andersson, Pher G.
, p. 4536 - 4537 (2007/10/03)
To broaden the substrate scope of asymmetric iridium-catalyzed hydrogenation, fluorine-functionalized olefins were synthesized and hydrogenated with iridium complexes. Preliminary results showed high levels of fluorine elimination together with low selectivity. The loss of vinylic fluorine at first seemed difficult to handle, but further studies revealed that a catalyst with an azanorbornyl scaffold in the ligand gave more promising results. With this in mind, a new ligand was developed. This gave among the best results published to date for fluorine asymmetric hydrogenation, yielding high conversion and very high ee's with very little fluorine elimination. Further increasing the selectivity, the trials also revealed that tetrasubstituted fluorine-containing olefins can be hydrogenated with high ee's, despite that this class of compounds has usually shown low reactivity in this reaction type. Copyright
Efficient synthesis of fluoroalkenes via diethylzinc-promoted wittig reaction
Zoute, Ludivine,Dutheuil, Guillaume,Quirion, Jean-Charles,Jubault, Philippe,Pannecoucke, Xavier
, p. 3409 - 3418 (2008/02/11)
The synthesis of α-fluoroacrylates and α-bromo-α- fluoroalkenes was achieved in very good yields using aldehydes and ketones, triphenylphosphine, diethylzinc as promoter, and ethyl dibromofluoroacetate or dibromofluoromethane, respectively. A change in th
Phosphonium supported triphenylphosphine reagent: an improved access to α-fluoro-α,β-unsaturated esters
Zoute, Ludivine,Lacombe, Céline,Quirion, Jean-Charles,Charette, André B.,Jubault, Philippe
, p. 7931 - 7933 (2007/10/03)
α-Fluoro-α,β-unsaturated esters 2 were efficiently synthetized via diethylzinc-promoted Wittig reaction using a phosphonium-supported triphenylphosphine SCG-PPh3 1, which possesses similar reactivity as its parent analog triphenylphosphine. The
New reaction mode of the Horner-Wadsworth-Emmons reaction for the preparation of α-fluoro-α,β-unsaturated esters
Sano, Shigeki,Ando, Tsuyoshi,Yokoyama, Kenji,Nagao, Yoshimitsu
, p. 777 - 779 (2007/10/03)
Excellent E-selectivity was observed in the Horner-Wadsworth-Emmons (HWE) reactions of ethyl 2-fluoro-2-diethylphosphonoacetate 1 with alkyl aryl ketones 2a-f using Sn(OSO2CF3)2 and N-ethylpiperidine. Mg(II)-promoted HWE r
A ONE-POT SYNTHESIS OF UNSYMMETRICAL AND SYMMETRICAL TETRASUBSTITUTED α-FLUORO-α,β-UNSATURATED ESTERS
Tsai, Hou-Jen,Thenappan, Alagappan,Burton, Donald J.
, p. 205 - 212 (2007/10/02)
Acylation of -Li+ 1 with acid chlorides RC(O)Cl or phosgene ClC(O)Cl and subsequent reaction of the acylated phosphonate with organometallic reagents (R'M) provide unsymmetrical and symmetrical tetrasubstituted α-f
ONE-POT SYNTHESIS OF α-FLUORO-α,β-UNSATURATED ESTERS FROM CHLOROMALONIC ESTER AND CARBONYL COMPOUNDS USING "SPRAY-DRIED" POTASSIUM FLUORIDE
Kitazume, Tomoya,Ishikawa, Nobuo
, p. 1259 - 1260 (2007/10/02)
α-Fluoro-α,β-unsaturated esters were prepared by one-pot reaction between aldehydes or ketones and diethyl chloromalonate in the "spray-dried" potassium fluoride-sulfolane system.
