title: A flexible route to chiral 2-endo-substituted 9-oxabispidines and their application in the enantioselective oxidation of secondary alcohols.
abstract: A new and flexible route to enantiomerically pure bi- and tricyclic 9-oxabispidines has been developed with use of (1R,5S)-7-methyl-2-oxo-9-oxa-3,7-diazabicyclo[3.3.1]nonane-3-carboxylic acid tert-butyl ester as the common late-stage intermediate. The 9-oxabispidines synthesized were evaluated as the chiral ligands in the Pd(II)-catalyzed oxidative kinetic resolution of secondary alcohols giving good to excellent selectivity factors of up to 19.
authors.affiliation: Institute of Organic Chemistry, University of Wurzburg, Am Hubland, 97074 Wurzburg, Germany. breuning@chemie.uni-wuerzburg.de
authors.forename: Matthias
authors.initials: M
authors.lastname: Breuning
authors.forename: Melanie
authors.initials: M
authors.lastname: Steiner
authors.forename: Christian
authors.initials: C
authors.lastname: Mehler
authors.forename: Alexander
authors.initials: A
authors.lastname: Paasche
authors.forename: David
authors.initials: D
authors.lastname: Hein