Iridium-Catalyzed Synthesis of Primary Allylic Amines from Allylic Alcohols

Significance

The Carreira group has utilized sulfamic acid as an NH₃ equivalent for the allylic substitution of allylic alcohols. Iridium was used at a loading of 1.5-3 mol% with phosphoramidite ligands. While much of the work focused on the use of a variety of substrates capable of performing in the allylic substitution reaction, one example of the catalytic asymmetric version was performed giving 70% ee, which was increased to 93% ee after trituration.