Catalytic asymmetric hydrogenation of N-Boc-imidazoles and oxazoles

R Kuwano, N Kameyama, R Ikeda

Index: Kuwano, Ryoichi; Kameyama, Nao; Ikeda, Ryuhei Journal of the American Chemical Society, 2011 , vol. 133, # 19 p. 7312 - 7315

Full Text: HTML

Citation Number: 48

Abstract

Substituted imidazoles and oxazoles were respectively hydrogenated into the corresponding chiral imidazolines and oxazolines (up to 99% ee). The highly enantioselective hydrogenation was achieved by using the chiral ruthenium catalyst, which is generated from Ru (η3-methallyl) 2 (cod) and a trans-chelating chiral bisphosphine ligand, PhTRAP. This is the first successful catalytic asymmetric reduction of 5-membered ...