Modular Monodentate Oxaphospholane Ligands: Utility in Highly Efficient and Enantioselective 1,4-Diboration of 1,3-Dienes

Highly enantioselective conjugate additions of potassium organotrifluoroborates to enones by use of monodentate phosphoramidite ligands.

The use of phosphoramidite ligands in the rhodium-catalyzed asymmetric conjugate addition of potassium organotrifluoroborates to various enones in the absence of water is described. A systematic search for effective catalysts has been performed by use of high-throughput screening methods. Initially, we have screened reaction conditions, catalyst precursors, and focused ligand libraries. In the ...

Monodentate chiral spiro phosphoramidites: efficient ligands for rhodium-catalyzed enantioselective hydrogenation of enamides.

Optically active -arylalkylamines are an important class of compounds that are widely used in organic and pharmaceutical synthesis, and much effort has been made to develop efficient asymmetric synthetic methods for them.[1] Asymmetric catalytic hydrogenation of enamides, initiated by Kagan et al. ,[2] provides a direct and convenient route to chiral amine derivatives. However, many well-known ...

A highly enantioselective intramolecular Heck reaction with a monodentate ligand.

An efficient enantioselective intramolecular Heck reaction of cyclohexadienones, using readily available and modular TADDOL-based mono- and bidentate phosphoramidites as chiral ligands and not requiring any additives, has been developed. Excellent enantioselectivities up to 96% ee are reached for the first time in a Heck reaction with monodentate ligands.

Chiral bis(pyridylimino)isoindoles: a highly modular class of pincer ligands for enantioselective catalysis.

Enantioselective gold catalysis: opportunities provided by monodentate phosphoramidite ligands with an acyclic TADDOL backbone.