14090-87-0Relevant articles and documents
Electron Ionization Mass Spectrometry of Systematically Modified Ligands in Chromium(III) β-Diketonates
Schultze, Peter,Wenclawiak, Bernd W.
, p. 235 - 240 (1989)
The positive ion mass spectra of several chromium(III) β-diketonates with aliphatic α-substituents have been investigated.Metastable peaks in the spectra confirm that ions containing substituents with γ-H atoms undergo propene loss.This implies a McLafferty rearrangement of an open-chain ligand stucture.Ethyl radicals are lost from n-butyl substituents;methyl groups are cleaved from the molecular ions of complexes formed from methyl-substituted ligands.The main fragment is, as expected, 2>+; however, its further fragmentation is diffewrent from that of 3>+.Electron donating substituents stabilize doubly charged molecular ions.
Highly atom-efficient oxidation of electron-deficient internal olefins to ketones using a palladium catalyst
Mitsudome, Takato,Yoshida, Syuhei,Mizugaki, Tomoo,Jitsukawa, Koichiro,Kaneda, Kiyotomi
, p. 5961 - 5964 (2013/06/27)
A 100 % atom-efficient synthesis of ketones from electron-deficient internal olefins was achieved using O2 as a "green" oxidant (see scheme, DMA=N,N-dimethylacetamide, EWG=electron-withdrawing group). Various electron-deficient olefins were oxidized to the corresponding ketones with over 99 % selectivity and without the formation of olefin isomers or their oxidized products. Copyright
Cobalt-catalyzed generation of 1,4-dienes as synthons for 1,3-dicarbonyl compounds and their application in natural product syntheses
Hilt, Gerhard,Arndt, Marion,Weske, Damian F.
experimental part, p. 1321 - 1324 (2010/07/02)
The cobalt-catalyzed 1,4-hydrovinylation of alkenes with 1,3-dienes and the cobalt-catalyzed Diels-Alder reaction of alkynes with 1,3-dienes lead to acyclic and cyclic 1,4-dienes, respectively. These products can be transformed into 1,3-dicarbonyl functional groups by ozonolysis or alternative carbon-carbon double bond cleaving reactions. The application towards the synthesis of hepialone and a pyranone-type lipid from Vanilla beans is described. Georg Thieme Verlag Stuttgart · New York.
Synthesis and characterization of polycarbonyl compounds via their BF 2-adducts
Kersten, Laura,Roesner, Stefan,Hilt, Gerhard
scheme or table, p. 4920 - 4923 (2010/12/25)
A cobalt-catalyzed 1,4-hydrovinylation reaction is the key step in the synthesis of 1,3-dicarbonyl and higher tri- and tetracarbonyl compounds after ozonolysis of the 1,4-diene intermediates. For the isolation and characterization of the products, the 1,3-dicarbonyl subunits were complexed with a BF2- or a BR2-fragment eliminating the keto-enol tautomerisation. Other 2,3-disubstituted 1,3-butadienes can be generated by a Grubbs enyne metathesis of a symmetrical internal alkyne with ethene. After hydrovinylation and ozonolysis, other 1,3-diketones are accessible.
Method for preparing chiral diphosphines
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, (2008/06/13)
The invention concerns a method for preparing a compound of formula (1) wherein: A represents naphthyl or phenyl optionally substituted; and Ar1, Ar2independently represent a saturated or aromatic carbocyclic group, optionally substituted.
Asymmetric hydrogenation method of a ketonic compound and derivative
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, (2008/06/13)
The present invention relates to a process for the asymmetric hydrogenation of a ketonic compound and derivative. The invention relates to the use of optically active metal complexes as catalysts for the asymmetric hydrogenation of a ketonic compound and derivative. The process for the asymmetric hydrogenation of a ketonic compound and derivative is characterized in that the asymmetric hydrogenation of said compound is carried out in the presence of an effective amount of a metal complex comprising as ligand an optically active diphosphine corresponding to one of the following formulae: STR1
Regio- and Enantio-selective Reduction of α,γ-Diketones by Fermenting Baker's Yeast
Ohta, Hiromichi,Ozaki, Kazuhiko,Tsuchihashi, Gen-ichi
, p. 2499 - 2502 (2007/10/02)
Reduction of various numbers of 2,4 alkanediones by fermenting baker's yeast has been found to be highly regio- and enantioselective, resulting in the formation of 2-hydroxy-4-alkanones.In some cases, optical purities of the products exceeded over 99percent as determined by HPLC analysis of MTPA esters.The highest yield was obtained when the reaction was carried out at pH 8 with low substrate concentration.As the representative β-hydroxyketones, the absolute configuration of (+)-2-hydroxy-4-octanone (2d) and (+)-3-hydroxy-1-phenyl-1-butanone (2h) was unambiguously determined to be (S) by comparing the specific rotation of diol derivatives with those of authentic specimens.
A FACILE SYNTHESIS OF 1,3-DICARBONYL COMPOUNDS FROM 1-ALKYNE AND ACID ANHYDRIDE PROMOTED BY DICHLORO-BIS(TRIFLUOROMETHANESULFONATO)TITANIUM(IV)
Tanabe, Yoo,Mukaiyama, Teruaki
, p. 673 - 676 (2007/10/02)
1,3-Dicarbonyl compounds are prepared in high yields by acylation of 1-alkyne derivatives with acid anhydride in the presence of dichloro-bis(trifluoromethanesulfonato)titanium(IV), followed by aqueous work up.
