22426-87-5Relevant academic research and scientific papers
One-step synthesis of O-benzyl hydroxamates from unactivated aliphatic and aromatic esters
Gissot, Arnaud,Volonterio, Alessandro,Zanda, Matteo
, p. 6925 - 6928 (2007/10/03)
We have developed a simple and high yielding one-step method for the synthesis of hydroxamate derivatives directly from a broad range of unactivated esters and the anion of O-benzyl-hydroxylamine generated in situ. The reaction takes place in minutes at -
A convenient method for the conversion of N-acyloxazolidinones to hydroxamic acids
Sibi, Mukund P.,Hasegawa, Hikaru,Ghorpade, Sandeep R.
, p. 3343 - 3346 (2007/10/03)
(matrix presented) Treatment of N-acyloxazolidinones with hydroxylamines using samarium triflate as a Lewis acid provides the corresponding hydroxamic acids in 50-98% yields at room temperature. The conversion proceeds with high degree of chemoselectivity and without racemization of chiral centers α- to the acyl group.
A Novel and Practical Synthesis of L-Hexoses from D-Glycono-1,5-lactones
Takahashi, Hideyo,Hitomi, Yuko,Iwai, Yoshinori,Ikegami, Shiro
, p. 2995 - 3000 (2007/10/03)
A novel and efficient conversion of D-glycono-1,5-lactones into the corresponding L-sugars is described. The important intermediate, δ-hydroxyalkoxamates, was provided by a practical alkoxyamination of D-glycono-1,5-lactones mediated by Me3Al.
Preparation and thermal decomposition of N,N'-diacyl-N,N'-dialkoxyhydrazines: Synthetic applications and mechanistic insights
De Almeida, Mauro V.,Barton, Derek H. R.,Bytheway, Ian,Ferreira, J. Albert,Hall, Michael B.,Liu, Wansheng,Taylor, Dennis K.,Thomson, Lisa
, p. 4870 - 4874 (2007/10/02)
Oxidation of various O-alkyl hydroxamates 1 where R1 was a keto-methoxime, benzoyl, aryl, or alkyl group with ceric ammonium nitrate (CAN) or nickel peroxide (NiO2·H2O) leads to the corresponding esters in high yield. This augurs well for the facile synthesis of highly hindered esters. Dimers of type 2 were identified as intermediates in these oxidations, and a combination of experimental and theoretical results suggest that these dimers decompose in a stepwise 1,1-elimination manner via intermediate nitrenes to furnish the esters and not via a stepwise 1,2-elimination sequence as previously thought.
