Oh my God this is getting more and more confusing...
I'm a very logical thinker and I need to put all this stuff into steps rather than a paragraph (if you don't mind)
First thing first, WHICH one attacks the less sterically hindered carbon at the bottom? methanol or Br-
Because these are my notes for epoxidation reactions with BASES (from many youtube videos)
1) the nucleophile readily attacks the less substituted carbon atom
2) the C-O bond at THAT site is broken and a ring opened species is formed
3) the oxygen is then protonated by the conjugate acid of the nucleophile (?)
4) You end up with a final ring opened product with the nucleophile at the bottom right corner, and the OH on the top
If that's right, then how do I translate that into what you just said and into pictures.
Focusing on the second reaction
1) Br2 is Br+
, the nucleophile, attacks the less sterically hindered carbon (the most stable), but the ring can only be opened by an H atom (according to the user "discoder"