Enantioselective Brønsted acid catalyzed transfer hydrogenation: organocatalytic reduction of imines.
The first enantioselective Brønsted acid catalyzed reduction of imines has been developed. This new organocatalytic transfer hydrogenation of ketimines with Hantzsch dihydropyridine as the hydrogen source offers a mild method to various chiral amines with high enantioselectivity. The stereochemistry of the chiral amines can be rationalized by a stereochemical model derived from an X-ray crystal structure of a chiral BINOL phosphate catalyst. [reaction: see text]
Rueping
Magnus
M
Institute of Chemistry and Chemical Biology, Johann-Wolfgang Goethe University Frankfurt am Main, Marie-Curie-Strasse 11, D-60439 Frankfurt, Germany. m.rueping@chemie.uni-frankfurt.de
Sugiono
Erli
E
Azap
Cengiz
C
Theissmann
Thomas
T
Bolte
Michael
M