52066-33-8Relevant academic research and scientific papers
Stereochemistry of the Michael Addition of N,N-Disubstituted Amide and Thioamide Enolates to α,β-Unsaturated Ketones
Oare, David A.,Henderson, Mark A.,Sanner, Mark A.,Heathcock, Clayton H.
, p. 132 - 157 (2007/10/02)
A systematic study of the regio- and diastereoselectivity of the kinetic Michael addition of amide and thioamide enolates to a series of α,β-unsaturated ketones has been carried out.Factors that influence the diastereo- and regiochemical outcome of the reaction include the substitution pattern of the enone and enolate, the enolate counterion, and the solvent.Numerous examples of high selectivity have been discovered.In a number of examples, either the syn or the anti addition products can be obtained by varying the nature of the solvent, donor atom, and/or counterion.These results have correlated in terms of a coherent transition-state model.
Chromium(II) Reagents; 1. Reduction of α-Acetylenic Ketones to trans-Enones
Smith, Amos B.,Levenberg, Patricia A.,Suits, Joan Z.
, p. 184 - 189 (2007/10/02)
The preparation and chromium(II)-induced reduction of twelve α-acetylenic ketones are reported.In general only trans-olefinic products were observed; the yields ranged from 40-84percent.A particular advantage of this protocol is its selectivity, thereby permitting use with a wide variety of functionalities.
