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 ...

Related Articles:

An efficient and versatile method for the synthesis of optically active 2-oxazolines: an acid-catalyzed condensation of ortho esters with amino alcohols

[Kamata, Kazuyuki; Agata, Isao; Meyers, A. I. Journal of Organic Chemistry, 1998 , vol. 63, # 9 p. 3113 - 3116]

β-Amidoaldehydes via oxazoline hydroformylation

[Laitar, David S.; Kramer, John W.; Whiting, Bryan T.; Lobkovsky, Emil B.; Coates, Geoffrey W. Chemical Communications, 2009 , # 38 p. 5704 - 5706]

More Articles...