844-39-3Relevant academic research and scientific papers
Metal- and Acid-Free Methyl Triflate Catalyzed Meyer-Schuster Rearrangement
Yang, Lu,Zeng, Qingle
, p. 3149 - 3156 (2017/07/12)
A novel metal- and acid-free preparation of synthetically useful α,β-unsaturated carbonyl compounds from propargyl alcohols has been realized. This Meyer-Schuster rearrangement process is effectively catalyzed by methyl triflate (20 mol%) to prepare a broad scope of conjugated E -enals and E -enones generally in good to excellent yields (up to 90%). This reaction procedure operates under mild conditions (70 °C), in air, with short reaction times (1 h). Moreover, a carbocation intermediate trapped by the solvent 2,2,2-trifluoroethanol was isolated during this transformation.
Mukaiyama aldol reactions catalyzed by a trimeric organo aluminum(III) alkoxide
Kim, So Han,Yoon, Sungwoo,Kim, Youngjo,Verkade, John G.
, p. 1193 - 1206 (2014/09/30)
Mukaiyama aldol reactions of enol ethers with a variety of aldehydes and ketones are efficiently catalyzed at 0-25 °C by the sterically bulky trimeric organo aluminum(III) alkoxide 1 synthesized via the reaction of 3 equiv of AlMe3 with tripodal tris(2-hydroxy-3-tert-butyl-5-methylphenyl) methane and the elimination of 3 equiv of methane. Comparisons of its catalytic properties with the less sterically hindered analogue 2, the more sterically hindered analogue 3, a monomeric aluminum near-analogue 4, and a dimeric alumatrane 5 revealed that 1 possesses superior activity.
Enantioselective reduction of ketones and imines catalyzed by (CN-Box)ReV-oxo complexes
Nolin, Kristine A.,Ahn, Richard W.,Kobayashi, Yusuke,Kennedy-Smith, Joshua J.,Toste, F. Dean
supporting information; experimental part, p. 9555 - 9562 (2010/10/03)
The development and application of chiral, non-racemic ReV-oxo complexes to the enantioselective reduction of prochiral ketones is described. In addition to the enantioselective reduction of prochiral ketones, we report the application of these complexes to 1) a tandem Meyer-Schuster rearrangement/reduction to access enantioenriched allylic alcohols and 2) the enantioselective reduction of imines.
Single Electron Transfer in Aldol Condensation. The Reaction of Lithium Enolates with Diaryl Ketones
Ashby, E. C.,Argyropoulos, J. N.
, p. 472 - 476 (2007/10/02)
It has been determined by EPR spectroscopy that typical enolate anions react with diaryl ketones by an electron-transfer process to produce paramagnetic intermediates.A kinetic analysis shows that the paramagnetic intermediate formed in the reaction of th
Synthese de tertiobutylcetones α-azotees de type =N-C(R1)(R2)-CO-C(CH3)3
Montignoul, Claude,Richard, Marie-Josee,Vigne, Christian,Giral, Louis
, p. 1509 - 1519 (2007/10/02)
The α-nitrogen-ketones 2, 3 and 4 were prepared from α-bromoketones.These were synthesized by the bromination of the ketones which had been obtained by the pinacolone or benzyltertiobutylketone alkylation from the corresponding halo-derivatives.We have observed that the bromination of the ketones depends to some extent upon the nature of these compounds.
Synthese de β-imidazolylcetones
Montignoul, Claude,Richard, Marie-Josee,Vigne, Christian,Giral, Louis
, p. 1489 - 1497 (2007/10/02)
The synthesis of β-imidazolylketones 1 and 2 is described.The compounds 1 are prepared by reaction of Mannich bases with the imidazole.Treatment of the imidazole with haloketones or α-ethylenic ketones or the reaction of β-ketol with the N,N'-thionyldiimidazole lead to β-imidazolylketones 2.
