title: Biphasic enantioselective olefin epoxidation using Tropos dibenzoazepinium catalysts.
abstract: 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.
authors: Département de Chimie Organique, Université de Genève, quai Ernest-Ansermet 30, CH-1211 Geneva 4, Switzerland.
authors: Jérôme
authors: J
authors: Vachon
authors: Céline
authors: C
authors: Pérollier
authors: David
authors: D
authors: Monchaud
authors: Claire
authors: C
authors: Marsol
authors: Klaus
authors: K
authors: Ditrich
authors: Jérôme
authors: J
authors: Lacour