15856-60-7Relevant academic research and scientific papers
Stereodivergent Access to Enantioenriched Epoxy Alcohols with Three Stereogenic Centers via Ruthenium-Catalyzed Transfer Hydrogenation
Zhao, Zhifei,Bagdi, Prasanta Ray,Yang, Shuang,Liu, Jinggong,Xu, Weici,Fang, Xinqiang
supporting information, p. 5491 - 5494 (2019/08/01)
The resolution technique of stereodivergent reaction on racemic mixtures (stereodivergent RRM) was employed for the first time in ruthenium complex catalyzed transfer hydrogenation of racemic epoxy ketones, providing a new and very simple method that allows access to enantioenriched epoxy alcohols with three stereogenic centers in a one-step fashion. The protocol features simple reaction conditions, practical operation, ability to scale up, and broad group tolerance.
Visible-light-induced photoreductive generation of radicals from epoxides and aziridines
Larraufie, Marie-Helene,Pellet, Remy,Fensterbank, Louis,Goddard, Jean-Philippe,Lacote, Emmanuel,Malacria, Max,Ollivier, Cyril
supporting information; experimental part, p. 4463 - 4466 (2011/06/22)
It's a trap! Both epoxides and aziridines substituted by an aryl ketone can be reduced efficiently using visible-light photoredox catalysts. The radicals generated were trapped by allyl sulfones, and formed α-branched β-hydroxy or amino derivatives with high diastereocontrol (see scheme; dtbbpy=4,4′-di-tert-butyl-2,2′-bipyridine, ppy=2-phenylpyridine). Copyright
REACTIONS OF POLYHALO FUNCTIONAL COMPOUNDS WITH METALS AND ELECTROPHILIC REAGENTS. XVI. CHEMICAL BEHAVIOR OF α,α-DIBROMO KETONES IN THE REFORMATSKII REACTION
Shchepin, V. V.,Gladkova, G. E.,Russkikh, N. Yu.
, p. 902 - 907 (2007/10/02)
Geminal α,α-dibromo ketones react with zinc and carbonyl compounds.Depending on the structures of the reactants, the nature of the solvent, and the reaction conditions, α,β-unsaturated ketones, α,β-epoxy ketones, or α-alkyl-β-diketones or their mixtures are formed.
Reactions of Carbanions with Carbon Tetrachloride in Two-Phase Systems. Chlorinated Products as Nucleophilic and Electrophilic Intermediates
Makosza, M.,Kwast, A.,Kwast, E.,Jonczyk, A.
, p. 3722 - 3727 (2007/10/02)
A variety of carbanions generated in the catalytic two-phase system (aqueous NaOH or K2CO3 and tetrabutylammonium bromide catalyst) react with CCl4 to form chlorinated products that can react as nucleophiles and electrophiles.Thus, chlorinated intermediates generated from arylacetonitriles and propiophenone in the presence of aldehydes and electrophilic alkenes form oxirane and cyclopropane derivatives, respectively.The chlorinated intermediates act as electrophiles toward Cl3C- giving (trichloromethyl)oxiranes (from aryl alkyl ketones), α-trichloromethyl nitriles (from phenyl(dialkylamino)acetonitriles), and benzoyldichloro enamines (from α-dialkylamino ketones).From secondary nitroalkanes both chloronitroalkanes and dinitro compounds can be produced.
STEREOSELECTIVE SYNTHESIS OF α,β-EPOXYPHENYLKETONES FROM α,α-DIBROMOPHENYLKETONES AND ALDEHYDES USING STANNOUS FLUORIDE
Shoda, Shin-ichiro,Mukaiyama, Teruaki
, p. 723 - 724 (2007/10/02)
trans-α,β-Epoxyphenylketones are stereoselectively synthesized via aldol type intermediates under mild conditions starting from α,α-dibromophenylketones and aldehydes using stannous fluoride.
