Enantioselective reduction of imines catalyzed by a rhenium(V)-oxo complex.
An air- and moisture-tolerant enantioselective hydrosilylation of N-phosphinyl imines employing a chiral Re(V)-oxo complex as a catalyst is described. The chiral catalyst is a cyanobis(oxazoline) (CNbox)-ligated rhenium-oxo complex of the general formula (CNbox)Re(O)Cl2(OPPh3). Using this catalyst, a wide range of aromatic imines (including cyclic, acyclic, and heteroaromatic), alpha-iminoesters, and alpha,beta-unsaturated imines are reduced with good to excellent enantioselectivities.
Nolin
Kristine A
KA
Department of Chemistry, University of California, Berkeley, California 94720, USA.
Ahn
Richard W
RW
Toste
F Dean
FD
D002384:Catalysis; D018360:Crystallography, X-Ray; D007097:Imines / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D008968:Molecular Conformation; D009942:Organometallic Compounds / Q000737:chemistry*; D010084:Oxidation-Reduction; D012211:Rhenium / Q000737:chemistry*; D013237:Stereoisomerism
D007097:Imines; D009942:Organometallic Compounds; D012211:Rhenium