Trans-Selective and Switchable Arene Hydrogenation of Phenol Derivatives
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.
Bergander, Klaus,Glorius, Frank,Heusler, Arne,Wollenburg, Marco
p. 11365 - 11370
(2020/11/24)
Raney Ni-Al alloy-mediated reduction of alkylated phenols in water
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.
The Biotransformation of 4-tert-Amyl- and 4- tert-Butylcyclohexanone by Cephalosporium aphidicola
4-tert-Amyl and 4-tert-butylcyclohexanone are shown to be hydroxylated on the 4-substituent by Cephalosporium aphidicola. The carbonyl group is also reduced and the alcohols are also hydroxylated.
Farooq, Afgan,Hanson, James R.
p. 104 - 105
(2007/10/03)
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