Iridium-Catalyzed Asymmetric Allylic Substitutions with Bulky Amines/Oxidative Double Bond Cleavage - Entry into the Reetz Synthesis of Amino Alcohols

摘要

Branched allylic amines were prepared by Ir-catalyzed enantioselective allylic aminations with the bulky N-nucleophiles HN(Boc)(2) and HNBn2. The products were transformed into N-protected amino aldehydes, which were either reduced or coupled diastereoselectively with organometallic compounds to give vicinal amino alcohols. A formal synthesis of the neurokinin receptor antagonist (+)-L-733060 was carried out as an application.