Reactions of alkali metal anions. xv. Reaction of ketones with alkali metal anions
Z Jedlinski, A Misioìek, W Gìowkowski, H Janeczek…
Index: Jedlinski; Misioiek; Giowkowski; Janeczek; Wolinska Tetrahedron, 1990 , vol. 46, # 10 p. 3547 - 3558
Full Text: HTML
Citation Number: 14
Abstract
The potassium anions were found to react with ketones to39 yield both alcoholates and enolates. On the basis of the ESR and K NMR measurements the mechanism of this reaction is proposed. According to the proposed mechanism in the first step a ketyl radical is formed which after disproportionation yields an enolate and an alcoholate but only in the case of ketones having hydrogen atom in α-position in respect to carbonyl group.
Related Articles:
[Barbas, John T.; Leffler, John E. Journal of Organic Chemistry, 1991 , vol. 56, # 11 p. 3722 - 3723]
Acid-catalyzed decomposition of trialkyltriazenes: Protected alkyldiazonium ions
[Sieh, David H.; Michejda, Christopher J. Journal of the American Chemical Society, 1981 , vol. 103, # 2 p. 442 - 445]
[Barbas, John T.; Leffler, John E. Journal of Organic Chemistry, 1991 , vol. 56, # 11 p. 3722 - 3723]
[Tewari, Yadu B.; Phinney, Karen W.; Liebman, Joel F. Journal of Chemical Thermodynamics, 2006 , vol. 38, # 4 p. 388 - 395]
[Hanack,M. et al. Justus Liebigs Annalen der Chemie, 1965 , vol. 690, p. 98 - 114]