Organocatalytic Asymmetric Reaction Cascade to Substituted Cyclohexylamines
Jian Zhou and Benjamin List*
*Max-Planck-Institut für Kohlenforschung, D-45470 Mülheim an der Ruhr, Germany, Email: listmpi-muelheim.mpg.de
J. Zhou, B. List, J. Am. Chem. Soc., 2007, 129, 7498-7499.
An achiral amine in combination with a catalytic amount of a chiral Brønsted acid can accomplish an aldol addition-dehydration-conjugate reduction-reductive amination with 2,6-diketones to provide cyclohexylamines as potential intermediates of pharmaceutically active compounds in good yields and excellent enantioselectivities.
see article for more examples
proposed reaction pathway
aldol condensation, reductive amination, organocatalysis, Hantzsch Ester