Research + Discoveries

Malcolmson Lab Discloses New Reagent for Enantioselective Amine Synthesis

The Malcolmson lab has reported a new class of reagents, 2-azadienes, for the catalytic enantioselective construction of chiral amines.  The 2-azadienes demonstrate reverse polarity (umpolung) of an enamine, facilitating catalytic addition of a nucleophile to its N-b-carbon and subsequent stereoselective electrophile trap at the a-carbon.  In this work, they illustrate the power of these reagents in reductive couplings with ketones for chemo-, diastereo-, and enantioselective preparation of 1,2-amino tertiary alcohols.  These motifs have been previously inaccessible by catalytic enantioselective synthesis.  Read more about this approach to amine synthesis here in The Journal of the American Chemical Society.