27087-68-9Relevant academic research and scientific papers
Enantioselective cathodic reduction of some prochiral ketones in the presence of (1R,2S)-(-)-N,N-dimethylephedrinium tetrafluoroborate at a mercury pool cathode
Yadav, Ashok K.,Singh, Arpita
, p. 587 - 588 (2002)
The enantioselective cathodic reduction of some prochiral ketones viz. acetophenone (I), propiophenone (II), butyrophenone (III), valerophenone (IV), isobutyrophenone (V), and pivalophenone (VI) has been accomplished at a mercury pool cathode in N,N-dimethylformamide (DMF)-water (90:10) using tetrabutylammonium fluoroborate (TBA·BF4) as a supporting electrolyte in the presence of (1R,2S)-(-)-N,N-dimethylephedrinium tetrafluoroborate (DET). Cyclic voltammetric investigations have been carried out and a probable mechanism of the process has been presented.
Studies on the Occurrence of Hydrogen Transfer, 73. - The Reduction of Prochiral Alkyl (Aryl) Ketones with Alkali Metal Amalgams Forming Carbinols and Pinakols
Horner, Leopold,Dickerhof, Karlheinz
, p. 1240 - 1258 (2007/10/02)
The factors are determined which influence the stereochemistry and the ratio (C/P) in the reduction of acetophenone with lithium, sodium, and potassium amalgam (Li/Hg, Na/Hg, K/Hg) leading to carbinol (C) and pinacol(P).The C/P ratio is influenced a) by proton donators, b) by quaternaryammonium salts, c) by bis-tertiary amines.In the presence of optically active quaternary ammonium salts and optically active bis-tertiary amines a low optical induction is observed both in pinacol and carbinol.An anomal dimerization product 20 is formed in the reduction of pivalophenone with Li/Hg.
