117416-50-9Relevant academic research and scientific papers
A convenient and inexpensive conversion of an aziridine to an oxazolidinone
Hancock, Matthew T.,Pinhas, Allan R.
, p. 5457 - 5460 (2003)
The conversion of an aziridine to the corresponding oxazolidinone using only carbon dioxide and a catalytic amount of lithium iodide is discussed. In all cases, either no reaction occurred or a high yield of product was obtained. HMPA has been added to th
Synthesis of Oxazolidinones by using Carbon Dioxide as a C1 Building Block and an Aluminium-Based Catalyst
Sengoden, Mani,North, Michael,Whitwood, Adrian C.
, p. 3296 - 3303 (2019/07/05)
Oxazolidinone synthesis through the coupling of carbon dioxide and aziridines was catalysed by an aluminium(salphen) complex at 50–100 °C and 1–10 bar pressure under solvent-free conditions. The process was applicable to a variety of substituted aziridines, giving products with high regioselectivity. It involved the use of a sustainable and reusable aluminium-based catalyst, used carbon dioxide as a C1 source and provided access to pharmaceutically important oxazolidinones as illustrated by a total synthesis of toloxatone. This protocol was scalable, and the catalyst could be recovered and reused. A catalytic cycle was proposed based on stereochemical, kinetic and Hammett studies.
Preparation of 2-oxazolidinones by intramolecular nucleophilic substitution
Van Delft, Floris L.,Timmers, Cornelis M.,Van Der Marel, Gijs A.,Van Boom, Jacques H.
, p. 450 - 454 (2007/10/03)
Treatment of N-alkoxycarbonyl, N-benzyl protected β-amino alcohols with triphenylphosphine and hexachloroethane in 1,2-dichloroethane induces cyclization to 2-oxazolidinones, which are formed by intramolecular attack with inversion of configuration at the secondary alcohol. In contrast, mono N-substituted alkyl carbamates undergo chlorination under the same conditions.
Stereoselective ring transformation of N-alkyl aziridines into oxazolidin-2-ones
Sepulveda-Arques, Jose,Armero-Alarte, Trinidad,Acero-Alarcon, Alberto,Zaballos-Garcia, Elena,Yruretagoyena Solesio, Belen,Ezquerra Carrera, Jesus
, p. 2097 - 2102 (2007/10/03)
N-alkyl aziridines react stereoselectively with di-tert-butyl dicarbonate and sodium iodide in acetone to give oxazolidin-2-ones in excellent yields.
A GENERAL METHOD FOR STEREO- AND REGIO-SPECIFIC OXYAMINATION OF OLEFINS
Das, Jagabandhu
, p. 907 - 916 (2007/10/02)
A new synthetic method for stereo and regioscpecific oxyamination of olefins is described.
