Is there any reason why $\ce{H2/Ni}$ leads to trans-decalin? I knew from high school that catalytic hydrogenations are always syn.

Reductions of naphthalene with different reducing agents

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    $\begingroup$ The two questions you asked are only very poorly related. I urge you to reask the sodium/ehtanol question as a separate one (you can relink to the same image, though). $\endgroup$ – Jan Jan 31 '17 at 0:09

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