Catalytic Asymmetric Reductive Acyl Cross-Coupling:
Synthesis of Enantioenriched Acyclic α,α-Disubstituted
Ketones
- Publication date
- Publisher
Abstract
The
first enantioselective Ni-catalyzed reductive acyl cross-coupling
has been developed. Treatment of acid chlorides and racemic secondary
benzyl chlorides with a Ni<sup>II</sup>/bis(oxazoline) catalyst in
the presence of Mn<sup>0</sup> as a stoichiometric reductant generates
acyclic α,α-disubstituted ketones in good yields and high
enantioselectivity without requiring stoichiometric chiral auxiliaries
or pregeneration of organometallic reagents. The mild, base-free reaction
conditions are tolerant of a variety of functional groups on both
coupling partners