872713-34-3Relevant articles and documents
Diastereofacial π-Stacking as an Approach to Access an Axially Chiral P,N-Ligand for Asymmetric Catalysis
Rokade, Balaji V.,Guiry, Patrick J.
, p. 2334 - 2338 (2017/05/31)
A phosphino-imidazoline (PHIM) ligand possessing axial chirality is prepared in a straightforward five-step synthesis. Configurational stability around the chiral axis is achieved by the diastereofacial π-stacking between the pentafluorophenyl and the nap
Practical highly enantioselective synthesis of propargylamines through a copper-catalyzed one-pot three-component condensation reaction
Gommermann, Nina,Knochel, Paul
, p. 4380 - 4392 (2008/02/07)
The one-pot three-component reaction of terminal alkynes, aldehydes and secondary amines in the presence of copper(1) bromide/quinap is reported. The reaction scope has been determined and a broad variety of all three components has been used, which afforded the corresponding propargylamines in good to excellent yields and moderate to very good enantioselectivities. The reaction showed a strong positive nonlinear effect. The transformation of a propargylamine intermediate into the alkaloid (S-(+)-coniine has also been described.
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.
