M
Matthias Breuning
Researcher at University of Bayreuth
Publications - 77
Citations - 3615
Matthias Breuning is an academic researcher from University of Bayreuth. The author has contributed to research in topics: Enantioselective synthesis & Axial chirality. The author has an hindex of 20, co-authored 76 publications receiving 3061 citations. Previous affiliations of Matthias Breuning include University of Würzburg & Harvard University.
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Journal ArticleDOI
Resolution of racemic carboxylic acid derivatives by Ti-TADDOLate mediated esterification reactions—A general method for the preparation of enantiopure compounds
Dieter Seebach,Georg Jaeschke,Konstanze Gottwald,Keiji Matsuda,Roberto Formisano,David A Chaplin,Matthias Breuning,Gerhard Bringmann +7 more
TL;DR: In this paper, the Lewis-acid mediated transfer of an alkoxide ligand from the chiral ligand sphere of Ti-TADDOLates 1 to cyclic carboxylic acid derivatives is described.
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The lactone concept—a novel approach to the metal-assisted atroposelective construction of axially chiral biaryl systems
Gerhard Bringmann,Matthias Breuning,Robert-M Pfeifer,Wolfdieter A. Schenk,Ken Kamikawa,Motokazu Uemura +5 more
TL;DR: In this paper, the atroposelective synthesis of axially chiral biaryls via configurationally unstable, lactone-bridged biaryl is reviewed, which can be cleaved highly atropo-enantio- or -diastereoselectively by three principal options, either (a) by using a wide range of chiral metalated nucleophiles (usually with external asymmetric induction), or (b) after Lewis acid activation of the lactone CO function using uncharged chiral or achiral nucleoph
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The directed synthesis of axially chiral ligands, reagents, catalysts, and natural products through the ‘lactone methodology’
TL;DR: The Lactone methodology as discussed by the authors provides directed, atropo-divergent access to any of the two respective atropisomers starting from the identical immediate precursor, a (usually) configurationally unstable, since lactone-bridged biaryl.
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Atropisomerization Barriers of Configurationally Unstable Biaryl Compounds, Useful Substrates for Atroposelective Conversions to Axially Chiral Biaryls†
Gerhard Bringmann,Markus Heubes,Matthias Breuning,Lothar Göbel,Michael Ochse,and Bernd Schöner,O. Schupp +6 more
TL;DR: In this article, the activation barriers of 2-acyl-2-hydroxy biaryls were determined by dynamic NMR spectroscopy for rapid processes and by HPLC-monitored racemization of enantiomerically enriched material for smaller interconversion rates.
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Enantioselective addition of diethylzinc to aldehydes using novel axially chiral 2-aminomethyl-1-(2′-hydroxyphenyl)naphthalene catalysts
TL;DR: In this article, the synthesis of atropo-enantiomerically pure aminomethyl and hydroxymethyl substituted biaryls derivatives M - 2 and M - 3 by dynamic kinetic resolution of a racemic lactone precursor is described.