Pure Appl. Chem., 2006, Vol. 78, No. 2, pp. 519-523
http://dx.doi.org/10.1351/pac200678020519
Asymmetric protonation of silyl enolates catalyzed by chiral phosphine-silver(I) complexes
Abstract:
A catalytic asymmetric protonation of trimethylsilyl enolates was achieved using a 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (BINAP)-silver(I) fluoride complex as a chiral catalyst in a mixed solvent consisting of dichloromethane and methanol. Various nonracemic ketones possessing a tertiary asymmetric carbon at the α-position were prepared with high enantioselectivity up to 99 % ee.