Showing papers by "Matthias Breuning published in 2014"
TL;DR: A cis-2-aminomethyl-5-phenylpyrrolidine, which is easily available from methyl Boc-L-pyroglutamate, was found to be a highly efficient chiral ligand for Cu(II)-catalysed Henry reactions.
30 citations
TL;DR: In this paper, a range of 5-cis-substituted prolinamines is described, starting from cheap l -pyroglutamic acid, and three routes, differing mainly in the order of introduction of the substituents at the 5cis position, the pyrrolidine nitrogen atom, and the exocyclic amino function, are successfully developed.
Abstract: A wide range (25 examples) of 5-cis-substituted prolinamines is prepared in five to ten steps starting from cheap l -pyroglutamic acid. Three routes, differing mainly in the order of introduction of the substituents at the 5-cis position, the pyrrolidine nitrogen atom, and the exocyclic amino function, are successfully developed.
12 citations
TL;DR: In this article, excellent yields and superb levels of enantiocontrol were achieved in Cu(II)-catalyzed Henry reactions of aromatic, heteroaromatic, vinylic, and aliphatic aldehydes in the presence of a chiral pyrrolidine ligand derived from L-pyroglutamate.
Abstract: Excellent yields and superb levels of enantiocontrol are achieved in Cu(II)-catalyzed Henry reactions of aromatic, heteroaromatic, vinylic, and aliphatic aldehydes in the presence of a chiral pyrrolidine ligand derived from L-pyroglutamate.