Catalytic Enantioselective Synthesis of MarilineA and Related Isoindolinones through a Biomimetic Approach

摘要

The catalytic enantioselective synthesis of isoindolinones was achieved through the condensation of 2-acyl-benzaldehydes and anilines. In the presence of 1mol% of a chiral phosphoric acid catalyst, reactions reach completion within 10min and provide products with up to 98% ee. Anilines with an ortho t-butyl group form atropisomeric products, thereby enabling the simultaneous generation of axial and point chirality from two achiral substrates. This method was applied to the first synthesis of marilineA.