ChemInform Abstract: TRIMETHYLSILYL CYANIDE AS AN UMPOLUNG REAGENT. IV. SUBSTITUENT EFFECTS IN THE E ACYLATING NUCLEOPHILE FOR DIRECTING THE 1,2-/1,4-ADDITION TO α,β-UNSATURATED KETONES

1980 ◽  
Vol 11 (14) ◽  
Author(s):  
S. HUENIG ◽  
G. WEHNER
Keyword(s):  
Substituent Effects ◽  
Unsaturated Ketones ◽  
Trimethylsilyl Cyanide

Réduction catalytique de cétones α,β-éthyléniques à température modérée par

1979 ◽  
Vol 57 (2) ◽  
pp. 218-221 ◽  
Author(s):  
D. Beaupere ◽  
P. Bauer ◽  
R. Uzan
Keyword(s):  
Electrochemical Reduction ◽  
Reduction Potential ◽  
Initial Rate ◽  
Substituent Effects ◽  
Hydrogenation Reaction ◽  
Unsaturated Ketones ◽  
Hydride Ion ◽  
Inverse Effect ◽  
Electron Donating Groups

The use of the catalyst [Formula: see text] in the reduction of the ethylenic system of styryl ketones by 1-phenylethanol permits the hydrogenation reaction to proceed at 50 °C. Some substituent effects in the α,β-unsaturated ketones were demonstrated at this temperature. These showed an increase in the initial rate of reduction for electron-attracting groups and the inverse effect for electron-donating groups. The observation of a relation between the electrochemical reduction potential of these ketones and their rate of hydrogenation suggests a transfer of hydrogen to the ketone by a hydride ion intermediate. [Journal translation]

Iodine as Novel Reagent for the 1,2-Addition of Trimethylsilyl Cyanide to Ketones Including α,β-Unsaturated Ketones.

ChemInform ◽  
2003 ◽  
Vol 34 (11) ◽  
Author(s):  
J. S. Yadav ◽  
B. V. S. Reddy ◽  
M. Sridhar Reddy ◽  
A. R. Prasad
Keyword(s):  
Unsaturated Ketones ◽  
Trimethylsilyl Cyanide

Iodine as novel reagent for the 1,2-addition of trimethylsilyl cyanide to ketones including α,β-unsaturated ketones

2002 ◽  
Vol 43 (52) ◽  
pp. 9703-9706 ◽  
Author(s):  
J.S. Yadav ◽  
B.V.S. Reddy ◽  
M.Sridhar Reddy ◽  
A.R. Prasad
Keyword(s):  
Unsaturated Ketones ◽  
Trimethylsilyl Cyanide
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