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Tagged with stereoelectronics regioselectivity
2 questions
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Why is a 7-endo radical cyclisation favoured over a 6-exo in this synthesis?
Normally, according to Baldwin's rules, 3-exo to 7-exo cyclisations are preferred over endo cyclisations. But in the following example, a 7-endo-trig reaction is favoured over a 6-exo-trig and I am ...
- 488
5
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Regioselectivity in iodolactonisation of γ,δ-unsaturated carboxylic acid
In the last step of the iodolactonisation of 3,3-dimethylpent-4-enoic acid,[1,2] why does the carboxylate attack the iodonium to form a 5-membered ring, when a more stable 6-membered ring is possible? ...
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