16201-66-4Relevant articles and documents
Trans-Selective and Switchable Arene Hydrogenation of Phenol Derivatives
Bergander, Klaus,Glorius, Frank,Heusler, Arne,Wollenburg, Marco
, p. 11365 - 11370 (2020/11/24)
A trans-selective arene hydrogenation of abundant phenol derivatives catalyzed by a commercially available heterogeneous palladium catalyst is reported. The described method tolerates a variety of functional groups and provides access to a broad scope of trans-configurated cyclohexanols as potential building blocks for life sciences and beyond in a one-step procedure. The transformation is strategically important because arene hydrogenation preferentially delivers the opposite cis-isomers. The diastereoselectivity of the phenol hydrogenation can be switched to the cis-isomers by employing rhodium-based catalysts. Moreover, a protocol for the chemoselective hydrogenation of phenols to cyclohexanones was developed.
Raney Ni-Al alloy-mediated reduction of alkylated phenols in water
Tan, Song-Liang,Liu, Guo-Bin,Gao, Xiang,Thiemann, Thies
experimental part, p. 5 - 7 (2009/09/06)
Raney Ni-Al alloy in a dilute aqueous alkaline solution has been shown to be a very powerful reducing agent in the hydrogenation of phenol and alkylated phenols to the corresponding cyclohexanol derivatives.
Highly regio- and stereoselective reductions of carbonyl compounds in aqueous glycosidic media
Denis, Cecile,Laignel, Benoit,Plusquellec, Daniel,Le Marouille, Jean-Yves,Botrel, Alain
, p. 53 - 56 (2007/10/02)
Highly regioselective reductions of α,β-unsaturated ketones to the corresponding allylic alcohols were performed in essentially quantitative yields in aqueous media containing either glycosidic surfactants or amphiphilic carbohydrates. Reductions of cyclohexanones and cyclohexenones lead under the same conditions, stereoselectively to reduced compounds bearing an equatorial alcohol function. Hydrophobic interactions between amphiphilic carbohydrates and lipophilic substrates were modelized and should account for the observed stereodifferentiation.