4446-85-9Relevant academic research and scientific papers
TRANSFORMATION OF ACETYLOXIRANES TO THIIRANE ANALOGS
Bubel, O. N.,Tishchenko, I. G.,Stasevich, G. Z.,Veraksich, E. L.,Filich, E. R.
, p. 1082 - 1085 (1985)
A method for the synthesis of acetylthiiranes was developed; this method includes the conversion of acetyloxiranes to diethylketals, dealkoxylation of the latter, replacement of the oxygen atom of the oxirane ring by sulfur, and acidic hydrolysis of the ethoxyvinylthiirane to acetylthiiranes.
FORMATION OF α,β-EPOXY SYSTEMS FROM β-PEROXY CARBON FREE RADICALS
Corey, E. J.,Schmidt Greg,Shimoji Katsuichi
, p. 3169 - 3170 (2007/10/02)
The conversion of β-peroxy carbon free radicals to α,β-epoxides is a facile process of broad scope and may be a key step in the biosynthesis of clavulones.
A STEREOSELECTIVE REDUCTION OF α,β-EPOXY KETONES WITH DIBORANE AND 9-BORABICYCLONONANE
Mokhtar, Hassan M.,Zaidlewicz, Marek
, p. 757 - 761 (2007/10/02)
The stereochemical course of reduction of α,β-epoxycyclohexanones and aliphatic α,β-epoxy ketones with diborane and 9-borabicyclononane is described.Diastereomeric epoxy alcohols are formed in good yields and in some cases with high selectivity.It has been found that 9-borabicyclononane shows higher stereoselectivity than diborane in the reduction of α,β-epoxy ketones.
SYNTHESIS OF 2-ALKYLTHIO-5-ACETYL-2-OXAZOLINES
Bubel', O.N.,Tishchenko, I.G.,Grinkevich, O.A.,Abramov, A.F.
, p. 352 - 355 (2007/10/02)
The reaction of 2-acetyloxiranes with alkyl thiocyanates in the presence of Lewis acids (BF3, AlCl3) has given 2-alkylthio-5-acetyl-2-oxazolines (yields 40-60percent).It has been shown that the reaction of trans-2-acetyl-3-methyloxirane and of trans-2-acetyl-3-methyloxirane and of trans-2-acetyl-2,3-dimethyloxirane with alkyl thiocyanates takes place stereospecifically and leads to cis-2-alkylthio-5-acetyl-2-oxazolines.
