☆ 4.8 Article

Catalytic Asymmetric Hydrogenation of N-Boc-Imidazoles and Oxazoles

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2011)

期刊

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

卷 133, 期 19, 页码 7312-7315

出版社

AMER CHEMICAL SOC

DOI: 10.1021/ja201543h

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Chemistry, Multidisciplinary

资金

Takeda Science Foundation
Nagase Science and Technology Foundation
MEXT

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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(eta(3)-methallyl)(2)(cod) and a trans-chelating chiral bisphosphine ligand, PhTRAP. This is the first successful catalytic asymmetric reduction of 5-membered aromatic rings containing two or more heteroatoms.

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