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Radical addition of 2-iodoalkanamide or 2-iodoalkanoic acid to alkenols using a water-soluble radical initiator in water. A facile synthesis of γ-lactones

✍ Scribed by Hideki Yorimitsu; Katsuyu Wakabayashi; Hiroshi Shinokubo; Koichiro Oshima

Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
206 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis

Heating a mixture of 2-iodoacetamide and 5-hexen-l-ol in water at 75 °C in the presence of a water-soluble radical initiator, 4.4'-azobis(4-cyanopentanoic acid), provided y-(4-hydroxybutyl)-7-1actone in 95% yield. The use of 2iodoacetic acid in place of 2-iodoacetamide also gave the same y-lactone in 93% yield.

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