872357-80-7

Upstream product

• 2043-61-0 cyclohexanecarbaldehyde 
• 1066-54-2 trimethylsilylacetylene 
• 103-49-1 dibenzylamine 

Downstream Products

• 872357-86-3 (R)-(+)-N,N-dibenzyl-N-(1-cyclohexyl-2-propynyl)amine 
• 19146-53-3 (S)-α-cyclohexylethylamine 
• 872357-94-3 ethyl 4-cyclohexyl-4-(dibenzylamino)-2-butynoate 
• 926622-88-0 (S)-5-cyclohexylpyrrolidin-2-one 

Relevant academic research and scientific papers

BIARYL LIGANDS

Embodiments of the present disclosure provide for biaryl ligands (also referred to herein as "biaryl compound"), biaryl complexes, methods of making biaryl compounds, methods of making single enantiomers of these biaryl compounds, methods of use (e.g., ca

Design, preparation, and implementation of an imidazole-based chiral biaryl P,N-ligand for asymmetric catalysis

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

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

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

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.

Enantioselective, Copper(I)-Catalyzed Three-Component Reaction for the Preparation of Propargylamines

The one-pot reaction of alkynes, aldehydes, and secondary amines in the presence of CuBr/quinap as the catalytic system provides various enantiomerically enriched propargylamines in good yields (up to 99%) and good selectivities (up to 96% ee) [Eq. (1)].