title: A novel one-pot procedure for the stereoselective synthesis of alpha-hydroxy esters from ortho esters.
abstract: A novel one-pot procedure for the stereoselective synthesis of alpha-hydroxy esters from ortho esters was developed. Key steps were multi-heteroatom Cope rearrangements of O-acylated N-hydroxy-l-tert-leucinol-derived oxazoline N-oxides leading to alpha-acyloxy oxazolines and, after methanolysis, to the target molecules in 67-80% yield and 94-98% ee.
authors.affiliation: Universität Würzburg, Institut für Organische Chemie, Germany. breuning@chemie.uni-wuerzburg.de
authors.forename: Matthias
authors.initials: M
authors.lastname: Breuning
authors.forename: Tobias
authors.initials: T
authors.lastname: Häuser
authors.forename: Eva-Maria
authors.initials: EM
authors.lastname: Tanzer