Brønsted acid-catalyzed Mannich reaction through dual activation of aldehydes and N-Boc-imines.

Research paper by Taichi T Kano, Yusuke Y Aota, Daisuke D Asakawa, Keiji K Maruoka

Indexed on: 29 Sep '15Published on: 29 Sep '15Published in: Chemical Communications


In the presence of a Brønsted acid catalyst, both aldehydes and N-Boc-aminals were converted to enecarbamates and N-Boc-iminium salts as activated nucleophiles and electrophiles, respectively, giving unprecedented Mannich adducts. The asymmetric variant of the present Mannich reaction has also been demonstrated with a chiral phosphoric acid catalyst.