863129-71-9Relevant academic research and scientific papers
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.
