76287-57-5Relevant academic research and scientific papers
Syntheses with organoboranes. XIII. Synthesis of ω-(4-bromophenyl)alkanoic acids and their borylation
Zaidlewicz, Marek,Wolan, Andrzej
, p. 129 - 135 (2002)
ω-(4-Bromophenyl)alkanoic acids 2c-e were obtained from 1-bromo-4-alkenylbenzenes 5c-e by hydroboration-thermal isomerization-oxidation. Their esters 11c-e were transformed in good yields into the corresponding boronates 12c-e by the cross-coupling reaction with (10) in an ionic liquid, [bmim][BF4]. The use of pinacolborane for the coupling reaction in the ionic liquid gave debromination products, and low yields of 12c-e. Ethyl 3-(4-bromophenyl)propanoate (7c) was transformed into ethyl 3-(4-[1,3,2]dioxaborolanyl)propanoate (9c) by the cross-coupling with [2,2′]bi[[1,3,2]dioxaborinanyl].
Stereoselective Rhodium-Catalyzed Isomerization of Stereoisomeric Mixtures of Arylalkenes
Yang, Hongxuan,Dong, Wenke,Wang, Wencan,Li, Tao,Zhao, Wanxiang
, p. 2833 - 2840 (2020/10/06)
A new efficient method for the synthesis of a high ratio of E -alkenes from E / Z mixtures of alkenes with B 2pin 2in the presence of a rhodium catalyst is described. This reaction features mild reaction conditions, broad functional group tolerance, and highly great application potential.
P-Chiral Monophosphorus Ligands for Asymmetric Copper-Catalyzed Allylic Alkylation
Xiong, Wenrui,Xu, Guangqing,Yu, Xinhong,Tang, Wenjun
, p. 4003 - 4013 (2019/06/24)
Asymmetric copper-catalyzed allylic alkylation between allyl bromides and alkyl Grignard reagents using a P-chiral monophosphorus ligand is described. A range of terminal olefins bearing tertiary or quaternary carbon centers were formed in good branched/linear selectivities and excellent enantioselectivities at copper loadings as low as 0.5 mol %.
Alkenyl substituted bicyclic nucleoside analogues retain nanomolar potency against Varicella Zoster Virus
McGuigan, Christopher,Bidet, Olivier,Derudas, Marco,Andrei, Graciela,Snoeck, Robert,Balzarini, Jan
body text, p. 3025 - 3027 (2009/09/30)
Novel alkenyl substituted aryl bicyclic furano pyrimidines have been prepared and evaluated in vitro against Varicella Zoster Virus (VZV). The para-substituted analogues retain the nanomolar potency we have reported for p-alkyl analogues, while the ortho-
The aldol-Grob reaction: Regioselective synthesis of (E)-alkenes from aldehydes and ketones with ytterbium triflate catalysis
Curini, Massimo,Epifano, Francesco,Maltese, Federica,Marcotullio, Maria Carla
, p. 1631 - 1634 (2007/10/03)
A simple, good yielding and solvent-free aldol-Grob reaction sequence, catalysed by Yb(OTf)3 hydrate, affording (E)-alkenes regioselectively from aldehydes and ketones is described. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.
Synthesis of novel aromatic analogues of 12-HETE
Hachem, Ali,Le Floc'h, Yves,Gree, René,Rolland, Yves,Simonet, Serge,Verbeuren, Tony
, p. 5217 - 5219 (2007/10/03)
New mono- and diaromatic analogues of the arachidonic acid metabolite 12-HETE have been prepared using versatile strategies. The easily accessible monoacetal of isophtalaldehyde 3 was developed as a key intermediate for these syntheses.
Synthesis of (E)-1-Aryl-1-alkenes via a Novel BF3·OEt2-Catalyzed Aldol-Grob Reaction Sequence
Kabalka, George W.,Li, Nan-Sheng,Tejedor, David,Malladi, Rama R.,Trotman, Sarah
, p. 3157 - 3161 (2007/10/03)
The reactions of aromatic aldehydes with ketones in the presence of various acids were examined. The reactions generate (E)-1-aryl-1-alkenes in the presence of boron trifluoride diethyl etherate in nonnucleophilic solvents.
A tandem Aldol-Grob reaction of ketones with aromatic aldehydes
Kabalka, George W.,Tejedor, David,Li, Nan-Sheng,Malladi, Rama R.,Trotman, Sarah
, p. 15525 - 15532 (2007/10/03)
Aromatic aldehydes react with ketones to produce (E)-1-aryl-1-alkenesvia a tandem Aldol-Grob cleavage reaction sequence. The reaction, initiated by boron trifluoride, also produces a carboxylic acid fragment.
Cyclised analogues of fatty acid metabolites
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, (2008/06/13)
A compound selected from those of formula (I): STR1 wherein A, X, Y, Z, R, R1, R2, R3 and R4 are as defined in the description. This compound or its physiologically tolerable salts may be used therapeutically as platelet anti-aggregation agent.
Stereochemistry of direct olefin formation from carbonyl compounds and lithiated heterocyclic sulfones
Baudin, J. B.,Hareau, G.,Julia, S. A.,Lorne, R.,Ruel, O.
, p. 856 - 878 (2007/10/02)
The conditions for the title reaction were studied for the 2-benzothiazole and 2-pyridine series and for some examples in the 2-pyrimidine series.The olefin preparations were generally observed to be more efficient for 2-BT-sulfone systems.From the data of the hundred cases studied, it can be concluded that (E)-olefins are obtained: (i) from saturated BT-sulfones and aromatic aldehydes; and (ii) from benzylic BT-sulfones and branched saturated aldehydes (isobutyraldehyde, pivalaldehyde) or α,β-ethylenic or aromatic aldehydes. (Z)-olefins arise: (i) fom propargylic BT-sulfones and saturated or aromatic aldehydes; and (ii) from allylic or benzylic Pyr-sulfones and saturated aldehydes.Possible mechanisms for this new olefination procedure were examined. - heteroaromatic sulfones, organolithium derivatives, intramolecular ipso reactions, stereochemistry, elimination, olefination.
