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Heterogeneous hydrogenation of 1-naphtol and 2-naphtol over Ru/Alb>2b>Ob>3b>: a simple p>1p>H NMR method for determination of the diastereoselectivity
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摘要
Heterogeneous hydrogenations of 1-naphthol and 2-naphthol over Ru/Alb>2b>Ob>3b>-9001 (from Engelhard) are presented. It was found that 1-naphthol provides almost exclusively (98–100%) the cis-decalols (OH equatorial and axial) while the 2-naphthol lead to mixtures of a cis-decalol (OH equatorial) and a trans-decalol (OH equatorial) in 1/1–1/2 ratio where the trans-decalol is major. A rapid and simple p>1p>H NMR method (based on analysis of the patterns and of the p>3p>J values obtained from the CH(OH) proton) is described, which allows unambiguous assignment of the diastereomers of 1-decalols and 2-decalols. To cite this article: A. Solladié-Cavallo et al., C. R. Chimie (2005).

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