1202798-85-3Relevant academic research and scientific papers
BF3·OEt2-Mediated highly regioselective S N2-type ring-opening of N-activated aziridines and N-activated azetidines by tetraalkylammonium halides
Ghorai, Manas K.,Kumar, Amit,Tiwari, Deo Prakash
experimental part, p. 137 - 151 (2010/04/04)
(Chemical Equation Presented) A highly regioselective Lewis acid-mediated SN2-type ring-opening of N-sulfonylaziridines and azetidines with tetraalkylammonium halides in CH2Cl2 solution to afford 1,2- and 1,3-haloamines in excellent yields is described. An easy diastereoselective route toward substituted chiral N-tosylaziridines has been developed. The mechanism of ring-opening via SN2 pathway has been confirmed by the formation of chiral haloamines with excellent er and dr. Chloroamines obtained from 2,3-disubstituted aziridines were converted to the chiral N-tosylamines via radical dehalogenation. 2009 American Chemical Society.
