863129-69-5Relevant academic research and scientific papers
Enantioselective olefin epoxidation using homologous amine and iminium catalysts-a direct comparison
Gon?alves, Maria-Héléna,Martinez, Alexandre,Grass, Stéphane,Page, Philip C. Bulman,Lacour, Jér?me
, p. 5297 - 5301 (2006)
Homologous biphenyl and (diastereomeric) binaphthyl tertiary azepines and quaternary iminium salts were prepared from (+)-(S,S)-l-acetonamine. Both the amines and iminium ions behave as effective catalysts for the enantioselective epoxidation of unfunctio
Biphasic enantioselective olefin epoxidation using tropos dibenzoazepinium catalysts
Vachon, Jerome,Perollier, Celine,Monchaud, David,Marsol, Claire,Ditrich, Klaus,Lacour, Jerome
, p. 5903 - 5911 (2007/10/03)
Several novel chiral iminium TRISPHAT [tris(tetrachlorobenzenediolato) phosphate(V)] salts combining a diphenylazepinium core, chiral exocyclic appendages, and lipophilic counterions have been prepared and tested in biphasic enantioselective olefin epoxidation conditions. Interestingly, the iminium salts derived from commercially available (S)- or (R)-1,2,2-trimethylpropylamine can display efficiency similar to those made from L-acetonamine. Variable-temperature NMR spectroscopy (VT-NMR) and circular dichroism (CD) experiments were performed in search of a correlation between good enantioselectivity in the products and high diastereomeric control of the biphenyl axial chirality of the catalysts.
