The iodo-lactones derived from norborn-5-en-2-endo-yl-acetic acid and -propionic acid

Abstract
The iodolactonisation of norborn-5-en-2-endo-ylacetic acid is analogous to that of norborn-5-ene-2-endo-carboxylic acid and affords 6-endo-hydroxy-5-exo-iodonorbornan-2-endo-ylacetic acid δ-lactone. The lactone ring is probably in a boat conformation. The iodolactonisation of 3-(norborn-5-en-2-endo-yl)propionic acid does not follow a similar pattern; the rearrangement product obtained is 3-(2-endo-hydroxy-7-anti-iodo-norbornan-2-exo-yl)propionic acid γ-lactone.

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