Chiral gold phosphate catalyzed tandem hydroamination/asymmetric transfer hydrogenation enables access to chiral tetrahydroquinolines.

A highly efficient chiral gold phosphate-catalyzed tandem hydroamination/asymmetric transfer hydrogenation reaction is described. A series of chiral tetrahydroquinolines were obtained in excellent yields and enantioselectivities. In this reaction, the gold catalyst enables both the hydroamination step as a π-Lewis acid and the asymmetric hydrogen-transfer process as an effective chiral Lewis acid.

Highly enantioselective transfer hydrogenation of quinolines catalyzed by gold phosphates: achiral ligand tuning and chiral-anion control of stereoselectivity.

A little gold goes a long way: as little as 0.01 mol % of chiral gold phosphate is sufficient to afford the asymmetric transfer hydrogenation of quinolines with high stereoselectivity (up to 98 % ee). The achiral ligands on gold were found to have considerable effect on the catalytic efficiency.

Organocatalytic asymmetric intramolecular [3+2] cycloaddition: a straightforward approach to access multiply substituted hexahydrochromeno[4,3-b]pyrrolidine derivatives in high optical purity.

A chiral phosphoric acid-catalyzed intramolecular 1,3-dipolar cycloaddition of 4-(2-formylphenoxy)butenoates with amino esters provides hexahydromeno[4,3-b]pyrrolidine derivatives in high enantioselectivity (up to 94% ee).