53651-72-2Relevant academic research and scientific papers
Modular synthesis of a new family of tripodal ligands, all-cis-1,2,3- tris(diphenyl-phosphinomethyl)cyclopropane and relatives
Schill, Heiko,De Meijere, Armin,Yufit, Dmitry S.
, p. 2617 - 2620 (2007)
Equation Presented Bisbenzyl-protected all-cis-1,2,3-tris(hydroxymethyl) cyclopropane has been obtained in three steps from commercially available cis-2-butene-1,4-diol (75% overall yield) and used to prepare a number of all-1,2,3-trisubstituted cycloprop
Direct Allylation of Active Methylene Compounds with Allylic Alcohols by Use of Palladium/Phosphine-Borane Catalyst System
Shimizu, Aika,Hirata, Goki,Onodera, Gen,Kimura, Masanari
, p. 1954 - 1960 (2018/04/11)
The C?C bond formation between active methylene compounds and allylic alcohols has been newly developed by using a palladium complex as a catalyst together with a phosphine-borane ligand. The best phosphine-borane ligand for this direct allylation has bee
Visible-Light-Mediated Reactions of Electrophilic Radicals with Vinyl and Allyl Trifluoroborates
Fernandez Reina, Daniel,Ruffoni, Alessandro,Al-Faiyz, Yasair S. S.,Douglas, James J.,Sheikh, Nadeem S.,Leonori, Daniele
, p. 4126 - 4130 (2017/06/19)
Visible-light photoredox catalysis enables the vinylation and allylation of electrophilic radicals with readily available potassium trifluoroborate reagents. The processes show good functional group compatibility, and mechanistic and computational studies
Enantiopure hydroxymethylated cycloalkenols as privileged small molecular multifunctional scaffolds for the asymmetric synthesis of carbocycles
Kumar, Rajan,Rej, Rohan Kalyan,Halder, Joydev,Mandal, Haridas,Nanda, Samik
, p. 498 - 512 (2016/06/06)
Enantiopure hydroxymethylated cycloalkenols bearing a quaternary stereocenter have been synthesized by a Pybox mediated enantioselective desymmetrization method. The synthesized cycloalkenols serve as starting precursors for the construction of several ch
COMPOUNDS USEFUL AS MODULATORS OF TRPM8
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Paragraph 0534, (2016/03/29)
The present invention includes compounds useful as modulators of TRPM8, such as compounds of Formulae (Ia), (Ib) and (Ic), and the subgenus and species thereof; personal products containing those compounds; and the use of those compounds and the personal products, particularly the use of increasing or inducing chemesthetic sensations, such as cooling or cold sensations.
Palladium(II)-Catalyzed Allylic C H Oxidation of Hindered Substrates Featuring Tunable Selectivity Over Extent of Oxidation
Xing, Xiangyou,O'Connor, Nicholas R.,Stoltz, Brian M.
supporting information, p. 11186 - 11190 (2016/07/06)
The use of Oxone and a palladium(II) catalyst enables the efficient allylic C H oxidation of sterically hindered α-quaternary lactams which are unreactive under known conditions for similar transformations. This simple, safe, and effective system for C H activation allows for unusual tunable selectivity between a two-electron oxidation to the allylic acetates and a four-electron oxidation to the corresponding enals, with the dominant product depending on the presence or absence of water. The versatile synthetic utility of both the allylic acetate and enal products accessible through this methodology is also demonstrated.
Total Synthesis and Configurational Assignment of AscospiroketalA
Chang, Stanley,Hur, Soo,Britton, Robert
, p. 16646 - 16653 (2015/11/09)
The total synthesis of the marine fungus-derived natural product ascospiroketal is described. This concise synthesis relies on a unique AgI-promoted tandem cascade cyclization that provides direct access to the correctly configured tricyclic core of the natural product from a linear precursor. The synthesis of candidate stereostructures of ascospiroketalA allowed for the confident assignment of both the relative and absolute stereochemistry of this unusual octaketide.
[Copper(phenanthroline)(bisisonitrile)]+-Complexes for the Visible-Light-Mediated Atom Transfer Radical Addition and Allylation Reactions
Knorn, Matthias,Rawner, Thomas,Czerwieniec, Rafa?,Reiser, Oliver
, p. 5186 - 5193 (2015/09/15)
A series of heteroleptic [Cu(phenantroline)(bisisonitrile)]+-complexes was synthesized, and their structural, spectroscopic, and electrochemical properties were investigated. The new copper(I) complexes were employed as photoredox-catalysts in the visible-light-mediated atom transfer radical addition (ATRA). Especially, [Cu(dpp)(binc)]BF4 (6a-BF4)(dpp = 2,9-diphenyl-1,10-phenanthroline; binc = bis(2-isocyanophenyl) phenylphosphonate) proved to be highly active owing to an enhanced excited-state lifetime compared to the commonly employed [Cu(dap)2]Cl (1-Cl)(dap = 2,9-di(p-anisyl)-1,10-phenanthroline). Furthermore, the catalyst could be applied to allylation reactions with trimethylallylsilane under mild visible-light photoredox conditions.
An improved solvent-free system for the microwave-assisted decarboxylation of malonate derivatives based on the use of imidazole
Tellitu, Imanol,Beitia, Itziar,Díaz, Marta,Alonso, Argi?e,Moreno, Isabel,Domínguez, Esther
, p. 8251 - 8255 (2015/10/05)
A comparative study of the thermal and microwave-assisted decarboxylation of a series of mono- and disubstituted monohydrolyzed malonate derivatives has been carried out. It has been found out that in both circumstances the use of imidazole has a profound effect on the success of the reaction. In general terms the assistance of microwave irradiation accelerates the decarboxylation process significantly and, at the same time, permits the use of minored temperatures with respect to the thermal via. It has been also found that both the thermal and the microwave-assisted transformation can be developed under solvent-free conditions.
Palladium-catalyzed allylation of malonic acid derivatives in heterogeneous systems containing ionic liquids
Vasil'ev, Andrei A.,Zlotin, Sergei G.
, p. 23 - 25 (2014/02/14)
Palladium-catalyzed potassium carbonate-assisted reaction between diethyl malonate and allyl acetate in the presence of 1,3-dialkyl-imidazolium ionic liquids (ILs) as solvents or phase transfer catalysts affords major monoallylation product, whereas in the presence of 1,2,3-trialkylimidazolium or quaternary ammonium/phosphonium ILs diallylation product is preferably formed. These procedures are extended to some other CH-acids and allylic acetates.
