Abstract
A synthesis of N-acetylcolchinol, a key intermediate in the synthesis of ZD6126, was developed. The enantiodifferentiating step required the catalytic asymmetric hydrogenation of an enamide. After screening a range of metal and ligand combinations it was found that ( S, S)- i Pr–FerroTANE Ru(methallyl) 2 and [( S, S)- t BuFerroTANE Rh(COD)]BF 4 gave both high enantioselectivity (>90% ee) and high catalyst utility (molar S/ C = 1000).
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