872357-86-3Relevant academic research and scientific papers
Design, preparation, and implementation of an imidazole-based chiral biaryl P,N-ligand for asymmetric catalysis
Cardoso, Flavio S. P.,Abboud, Khalil A.,Aponick, Aaron
supporting information, p. 14548 - 14551 (2013/10/22)
A new strategy for increasing the barrier to rotation in biaryls has been developed that allows for the incorporation of 5-membered aromatic heterocycles into chiral atropisomers. Using this concept, an imidazole-based biaryl P,N-ligand has been designed and prepared as a single enantiomer. This ligand performs exceptionally well in the enantioselective A3-coupling, demonstrating the potential of this new design element.
Preparation of functionalized primary chiral amines and amides via an enantioselective three-component synthesis of propargylamines
Gommermann, Nina,Knochel, Paul
, p. 11418 - 11426 (2007/10/03)
A general preparation of functionalized primary chiral amines and amides from propargylamines has been developed. The chirality is established by an enantioselective three-component reaction of an aldehyde, a terminal alkyne and a secondary amine in the p
Synthesis of chiral α-aminoalkylpyrimidines using an enantioselective three-component reaction
Dube, Henry,Gommermann, Nina,Knochel, Paul
, p. 2015 - 2025 (2007/10/03)
A range of chiral α-aminoalkylpyrimidines has been prepared in a modular fashion in 5 steps with up to 98% ee. The key step is a CuBr-catalyzed enantioselective asymmetric three-component synthesis of propargylic amines.
Practical highly enantioselective synthesis of terminal propargylamines. An expeditious synthesis of (S)-(+)-coniine
Gommermann, Nina,Knochel, Paul
, p. 2324 - 2325 (2007/10/03)
The one-pot three-component addition reaction of trimethylsilylacetylene, aldehydes and dibenzylamine provides in the presence of CuBr/Quinap as catalyst, various enantiomerically enriched propargylamines in good yields (up to 99%) and excellent enantiomeric excess (up to 98% ee) which can be used as a key intermediate in the synthesis of the alkaloid (S)-(+)-coniine.
