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The first Rh−diene-catalyzed aqueous asymmetric 1,4-addition of α,β-unsaturated carbonyl compounds with arylboronic acids has been realized. By using a hydrophilic bicyclo[3.3.0] diene ligand, the reactions can be performed successfully in neat water at room temperature to afford the corresponding products in good yields and with very high enantioselectivities for both cyclic and linear substrates. [ABSTRACT FROM AUTHOR]

The article reports on the development of C2-symmetric tetrahydropentalenes as new chiral diene ligands for highly enantioselective Rh-catalyzed arylation of N-tosylarylimines with arylboronic acids. The application of this new ligand led the researchers to prove that 4a is efficient for asymmetric arylation of N-tosylarylimines with the use of arylboronic acids. Through this, researchers suggest that the broad range of enantiomerically diarylmethylamines could be easily prepared.

A highly enantioselective rhodium-catalyzed arylation of aliphatic N-tosylaldimines has been developed. The combination of chiral bicyclo[3.3.0]octadiene ligands, an active rhodium hydroxide complex, and neutral reaction conditions is the key to achieving high yield and enantioselectivity. The application of this method is demonstrated by the enantioselective synthesis of chiral 2-aryl pyrrolidines and piperidines in a one-pot procedure. Furthermore, excellent results are also obtained for the imine substrates with the more readily cleavable N-nosyl protecting group. [ABSTRACT FROM AUTHOR]

Monosubstituted C1-symmetric dicyclopentadienes as a new class of diene ligands have been developed for asymmetric arylation of N-tosylarylimines in excellent yields (98−99%) with high enantioselectivities (90−96%). The preparation of these diene ligands relied on an efficient lipase-catalyzed resolution as the key step. [ABSTRACT FROM AUTHOR]

Monosubstituted C1-symmetric dicyclopentadienes as a new class of diene ligands have been developed for asymmetric arylation of N-tosylarylimines in excellent yields (98−99%) with high enantioselectivities (90−96%). The preparation of these diene ligands relied on an efficient lipase-catalyzed resolution as the key step. [ABSTRACT FROM AUTHOR]