Cycloheptanone catalytic hydrogenation

Reduction, Tropolones are fairly resistant to reducing agents. Catalytic hydrogenation in the presence of Raney nickel or Adams catalyst provides a variety of products including cycloheptanone, cycloheptanol and cycloheptane-1,2-diol derivatives. 

Another important method for the preparation of amino acids involves direct cleavage of a cyclic ketone. In section 2.1.A, a lactam product (a cyclic amide) was produced from the ketone and then cleaved by hydrolysis, but in this section the ketone moiety is cleaved directly. A cyclic ketone such as cyclopentanone can be oxidatively cleaved with sulfuric acid. When this cleavage was followed by treatment with nitrosyl sulfate, an oximino acid 2.11) was formed. Catalytic hydrogenation of the oximino group gave 4-aminobutanoic acid (2.72). Similar treatment of cycloheptanone gave 6-aminohexanoic acid (2.75) and cyclononanone led to 8-aminooctanoic acid. ... 

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