Issue 21, 1976

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.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1976, 2267-2270

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

D. I. Davies and M. D. Dowle, J. Chem. Soc., Perkin Trans. 1, 1976, 2267 DOI: 10.1039/P19760002267

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