
When spotting rearrangements during retrosynthesis, do you spam "reverse arrows" and see if the forwards arrows look reasonable? (see below)
reddit.comu/AsideRound8210 — 3 hours ago

I have looked through various text books, and the references given in the pasted passage, and can't find anything. When I draw out the reactive conformations, the cis always seems kinetically disfavoured due to the 1,3-diaxial clash.
Otherwise, my best guess is that the cis conformation is kinetically favoured due to less clash of the enolate protons I have explicity drawn, and other substituents of the decalin (pasted below)