1.3- Cyclohexanediol catalytic hydrogenation

The most common stereoselective syntheses involve the formation and cleavage of cyclopentane and cyclohexane derivatives or their unsaturated analogues. The target molecule (aff-cts)-2-methyl-l,4-cyclohexanediol has all of its substituents on the same side of the ring. Such a compound can be obtained by catalytic hydrogenation of a planar cyclic precursor. Methyl-l,4-benzoquinone is an ideal choice (p-toluquinone M. Nakazaki, 1966). 

In a separate study (324), the Baiker group reports a similar study on the amination of 1,4-cyclohexanediol in scNHs using this Co-Fe catalyst. Di-aminocyclohexanes are typically manufactured by the catalytic hydrogenation of aromatic amines such as p-phenylenediamine (324), so that direct amination of cyclohexanediols provides an attractive process alternative. Operation of a... 

Mishchenko, A. P., M. E. Sarylova, V. M. Gryaznov, V. S. Smirnov, N. R. Roshan, V. P. Polyakova and E. M. Savitskii. 1977. Hydrogen permeability and catalytic activity of membranes made of palladium-copper alloys in relation to the dehydrogenation of 1,2-cyclohexanediol. Izv. Akad. Nauk SSSR, Ser. Khim. 7 1620-1622. 

---