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2005
Hydrogenated naphthalene derivatives
Q 1010
Asymmetric Reduction of Methoxy Substituted β-Tetralones Using Transfer
— The title reaction is studied for methoxy-substituted tetralones (I)
14- 103 Hydrogenation.
using catalysts, derived from η6-benzene or η6-p-cymene—ruthenium complexes and
chiral ligands TDA or (III). The enantiomeric excess of the resulting tetralols depends
on the position of the methoxy group and the types of the arene complexes. The combination of Ru—benzene complex and ligand TDA affords the best results with moderate to excellent enantiomeric excesses, most notable for the 8-methoxy derivative
(IIe). Attempts to perform the hydrogenation of 8-hydroxy or 8-acetoxy 2-tetralones
under identical conditions using the p-cymene—Ru complex result in no reaction for
both ligands. — (MOGI, M.; FUJI, K.; NODE*, M.; Tetrahedron: Asymmetry 15
(2004) 23, 3715-3717; Dep. Pharm. Manuf. Chem., Kyoto Pharm. Univ., Yamashina,
Kyoto 607, Japan; Eng.) — Klein
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