87007-64-5Relevant academic research and scientific papers
Amplification of the chiroptical response of UV-Transparent amines and alcohols by: N-phthalimide derivatization enabling absolute configuration determination through ECD computational analysis
Belviso, Sandra,Mazzeo, Giuseppe,Padula, Daniele,Santoro, Ernesto,Scafato, Patrizia,Superchi, Stefano
, p. 2094 - 2102 (2020/03/27)
The stereoselective transformation of chiral UV-Transparent amines and alcohols to phthalimides has proved to be a simple and efficient method to enhance the chiroptical response of these substrates allowing their reliable absolute configuration determination by computational analysis of ECD spectra. Such a transformation also leads to a significant reduction in the molecular conformational flexibility thus simplifying the conformational analysis required by the computational treatment. The method described herein thus allows the absolute configuration assignment to these challenging substrates to be much easier and reliable.
REMARKS ON APPLICATION OF TETRAALKYLAMMONIUM SALTS IN THE REACTIONS PROMOTED BY DIETHYL AZODICARBOXYLATE-TRIPHENYLPHOSPHINE REAGENT
Grynkiewicz, Grzegorz
, p. 2047 - 2052 (2007/10/02)
Replacement of hydroxyl group in model alcohols by anions applied in form of tetraalkylammonium salts, in presence of diethyl azodicarboxylate and triphenylphosphine was attempted.Benzoylation and phthalimidation of hydroxylic substrates was achieved in this way, whereas iodide or cyanide salts did not enter the reaction.Facile substitution of hydroxyl group by 1,2-diethoxycarbonylhydrazino residue was observed; in the case of menthol the reaction proceeded with retention of configuration.
