Enantioselective nickel-catalysed hydrogenation reactions

Enantioseleetive Niekel-Catalysed Transformations By Helene Pellissier Helene Pellissieii 2016 

---

As an extension of this study, Hamada s group applied these conditions to the asymmetric hydrogenation of aromatic a-aminoketone hydrochlorides. Surprisingly, no reaction took place under similar conditions. However, it was discovered that the presence of a catalytic amount of NaBARF in addition to sodium acetate in toluene was essential for this hydrogenation catalysed by the same homogeneous nickel catalyst. In these adapted conditions, the synthesis of a series of anti jS-aminoalcohol hydrochlorides was achieved with moderate to high yields, almost complete anti diastereoselectivity in all cases of substrates and high enantioselectivities of up to 96% ee, as shown in Scheme 2.70. 

---