Hydrosilylation ketoximes. asymmetric

Certain imines (26) ketoximes (27) are hydrosilylated by a DIOP-Rh complex to give, after hydrolysis, cyclic or acyclic amines in moderate optical yield (Scheme 9). An asymmetric synthesis of 1,2,3,4-tetrahy-dropapaverine in 39% ee and related compounds is feasible. 

The same complexes have been found to be effective catalysts for asymmetric hydrosilylation of ketoximes to give the corresponding amines with high enantioselectivities (up to 89% ee) after acid hydrolysis (Eq. 99) [157]. 

---