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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

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  • $\begingroup$ 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
    Jun 18 '20 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? $\endgroup$
    – Yusuf Hasan
    Jun 18 '20 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
    Jun 19 '20 at 16:25