UNIGE document Scientific Article
previous document  unige:6951  next document
add to browser collection
Title

Biphasic Enantioselective Olefin Epoxidation Using Tropos Dibenzoazepinium Catalysts

Authors
Pérollier, Céline
Ditrich, Klaus
Published in Journal of Organic Chemistry. 2005, vol. 70, no. 15, p. 5903-5911
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.
Identifiers
PMID: 16018684
Full text
Article - document accessible for UNIGE members only Limited access to UNIGE
Structures
Citation
(ISO format)
VACHON, Jérôme et al. Biphasic Enantioselective Olefin Epoxidation Using Tropos Dibenzoazepinium Catalysts. In: Journal of Organic Chemistry, 2005, vol. 70, n° 15, p. 5903-5911. https://archive-ouverte.unige.ch/unige:6951

195 hits

21 downloads

Update

Deposited on : 2010-06-18

Export document
Format :
Citation style :