2011
DOI: 10.1002/cctc.201100151
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Facile Hydrogenation of Ketones Catalyzed by Platinum on Carbon under Ordinary Pressures and Temperatures

Abstract: An efficient and practical procedure for the hydrogenation of aliphatic and aromatic ketones under mild reaction conditions is established. The method is highly effective even for the hydrogenation of sterically hindered ketones. Furthermore, the selective hydrogenation of the carbonyl group of aromatic ketones was achieved with the aromatic nuclei and the resulting secondary benzyl alcohol moiety still intact on addition of catalytic amount of pyridine.

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Cited by 18 publications
(13 citation statements)
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“…), THF, RT,5h; iv) D 2 ,P dO/CaCO 3 (5 %), Et 3 N, EtOAc, 6h. ficity is not in accordance with resultsofthe catalytic reduction of cholestane-3-one reported by Fujiwara et al [22] Conclusions Ag enerala nd simple method for selective silylation, reduction, and oxidation of brassinosteroids has been developed. In the 2,3-diol, the alcohol group at C2 is selectively protected by ab ulky silyl reagent leaving the nearbyC 3a lcoholg roup free.…”
Section: Reductionsmentioning
confidence: 52%
“…), THF, RT,5h; iv) D 2 ,P dO/CaCO 3 (5 %), Et 3 N, EtOAc, 6h. ficity is not in accordance with resultsofthe catalytic reduction of cholestane-3-one reported by Fujiwara et al [22] Conclusions Ag enerala nd simple method for selective silylation, reduction, and oxidation of brassinosteroids has been developed. In the 2,3-diol, the alcohol group at C2 is selectively protected by ab ulky silyl reagent leaving the nearbyC 3a lcoholg roup free.…”
Section: Reductionsmentioning
confidence: 52%
“…The effect of pyridine on the selective reduction of ketones is similar to that observed for the heterogeneous platinum catalysts. 24 In sharp contrast, the hydrogenation of benzaldehyde and 3-phenylpropanal afforded benzyl alcohol and 3-phenyl-1-propanol in 89% (30 C, 12 h) and 52% (50 C, 36 h) yields, respectively. In such cases, only reduction of the aldehyde groups to the corresponding primary alcohols was observed without further hydrogenation of the aromatic ring, even in the absence of pyridine.…”
Section: Catalytic Hydrogenation Of Arenes With Functional Groupsmentioning
confidence: 99%
“…Platinum is known as the most active metal for hydrogenation reactions. Pt catalysts were successfully applied in liquid‐phase selective hydrogenation of aldehydes and ketones to the corresponding alcohols, even to the unsaturated ones . Nevertheless, to achieve the desired product in a good yield, a high H 2 pressure and temperature are also required, which leads to the necessity in high‐pressure equipment,, (Scheme D, E).…”
Section: Introductionmentioning
confidence: 99%
“…Nevertheless, to achieve the desired product in a good yield, a high H 2 pressure and temperature are also required, which leads to the necessity in high‐pressure equipment,, (Scheme D, E). Though the reaction can be performed at ambient conditions, a large amount of Pt is needed and the reaction proceeds too long,, (Scheme F), which increases substantially the cost of the process and product. Therefore, the design of novel heterogeneous catalysts for the hydrogenation of carbonyl compounds with a high activity, selectivity, predictable behavior and ability to work under mild conditions is still a big challenge for scientists.…”
Section: Introductionmentioning
confidence: 99%