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Structure of the iodo-lactone derived from norborn-5-ene-2-endo-carboxylic acid

✍ Scribed by G.N. Oxer; D. Wege

Publisher
Elsevier Science
Year
1969
Tongue
French
Weight
165 KB
Volume
10
Category
Article
ISSN
0040-4039

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✦ Synopsis

In a recent comunication, Risinqer, Green and Green' have suggested that the iodo-lactone obtained2 frcm the action of iodine and potassium iodide in alkaline solutior. on norborn-S-ene-2-endo-carboxylic acid should be formulated aa 6-exo-iodo-S-endo-hydroxynorbornane-2-endo-carboxylic acid leotone L, rather than the hitherto accepted S-exo-iodo-6-endo-hydroxynorhornane-2-endo-carboxylic acid laztone 2. Beohnann and his coLrkers3'4-have carried out a number qf reactions on the iodo-lactone which on the basis of structure 2 yield 2,6-disubstituted norbornanes (Chart 1). Thus hydrogenolysia yielded '-{atone 3, and saponification and dehydrohalogenation yielded keto-acid f, OTOHc 2 Chart 1. HO H3

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