Dianions d'aldoximes: preparation et applications en synthese

作者: Moncef Bellassoued , Francois Dardoize , Yves Frangin , Marcel Gaudemar

DOI: 10.1016/S0022-328X(00)81129-8

关键词:

摘要: Abstract Aldoximes are converted to their dilithium derivatives by lithium diisopropylamide at 0°C in THF solution. These dianions react with electrophiles give α-substituted aldoximes.

参考文章(12)
Ronda M. Sandifer, Lynn M. Shaffer, Wayne M. Hollinger, David C. Reames, Charles F. Beam, An easy method for the preparation of 4-acylisoxazoles from C(α),O-dianions of oximes† Journal of Heterocyclic Chemistry. ,vol. 13, pp. 607- 608 ,(1976) , 10.1002/JHET.5570130338
Fred E. Henoch, K. Gerald Hampton, Charles R. Hauser, C-alkylations of ketone or aldehyde phenylhydrazones, oximes, and azines having .alpha. hydrogen through 1,4- or 1,6-dianions Journal of the American Chemical Society. ,vol. 91, pp. 676- 681 ,(1969) , 10.1021/JA01031A027
Charles F. Beam, Morgan C. D. Dyer, Richard A. Schwarz, Charles R. Hauser, New synthesis of isoxazoles from 1,4-dianions of oximes having an .alpha. hydrogen. Mass spectrometry Journal of Organic Chemistry. ,vol. 35, pp. 1806- 1810 ,(1970) , 10.1021/JO00831A020
Charles A. Park, Charles F. Beam, Edwin M. Kaiser, Robert J. Kaufman, Fred E. Henoch, Charles R. Hauser, Preparation of 2‐isoxazolines from C(α),O‐dilithiooximes and aldehydes and ketones Journal of Heterocyclic Chemistry. ,vol. 13, pp. 449- 453 ,(1976) , 10.1002/JHET.5570130306
William G. Kofron, Ming-Kuo. Yeh, Reaction of dilithium derivatives of oximes with electrophiles. Regiospecific substitution of ketones Journal of Organic Chemistry. ,vol. 41, pp. 439- 442 ,(1976) , 10.1021/JO00865A005
Jonathan S. Griffiths, Charles F. Beam, Charles R. Hauser, A new method for the preparation of Δ2-isoxazolin-5-ones from the oximes of ketones having an α-hydrogen atom J. Chem. Soc. C. ,vol. 0, pp. 974- 975 ,(1971) , 10.1039/J39710000974
Michael E. Jung, Patricia A. Blair, John A. Lowe, Reactions of oxime dianions: Stereospecificity in alkylation Tetrahedron Letters. ,vol. 17, pp. 1439- 1442 ,(1976) , 10.1016/S0040-4039(00)71277-9
Herman G Richey, Raymond C McLane, Carol J Phillips, Reactions of oximes with organolithium compounds; synthesis of hydroxylamines Tetrahedron Letters. ,vol. 17, pp. 233- 234 ,(1976) , 10.1016/S0040-4039(00)93695-5
T. Cuvigny, P. Hullot, M. Larcheveque, Recherches sur les alcoylamidures de lithium. Synthèse de β hydroxy nitriles Journal of Organometallic Chemistry. ,vol. 57, ,(1973) , 10.1016/S0022-328X(00)86577-8