Which direction of the intramolecular reactions is major and why? Could someone could depict the mechanism step by step and it is better to draw out the transitional state configurations

Reaction scheme

  • $\begingroup$ The two lone pairs are obviously not equivalent. Any stabilization would lead to decreased nucleophilicity. Can you identify any factors that might stabilize two lone pairs? $\endgroup$
    – Zhe
    Commented Jun 18, 2020 at 0:43
  • $\begingroup$ @Zhe Can you elaborate a little more? I am not exactly sure about the factor you're referring to, is it the conjugation between both the oxygens? $\endgroup$ Commented Jun 18, 2020 at 2:47
  • $\begingroup$ I want to know what the difference between these two lone pairs was, and could anybody sketch out the molecular orbitals of these two lone pairs located in? $\endgroup$
    – csg
    Commented Jun 19, 2020 at 16:25