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A novel camphorsulfonyloxylactonization of alkenoic acids

✍ Scribed by Min Zhu; Na-Bo Sun; He Li; Jie Yan

Publisher
Journal of Heterocyclic Chemistry
Year
2010
Tongue
English
Weight
89 KB
Volume
47
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

magnified image The novel reaction of [hydroxyl (((+)‐10‐camphorsulfonyl)oxy)iodo]benzene (1) with alkenoic acids was reported. When 1 reacted with various 4‐pentenoic acids in CH~3~CN, camphorsulfonylactons were obtained in excellent yields in short times, some had two diastereoisomers, whereas 1 reacted with 5‐hexenoic acid, giving middle yield of camphorsulfonylacton; however, 3‐butenoic and trans‐3‐hexenoic acids reacted with 1 slowly in CH~2~Cl~2~, only unsaturated lactones were provided. J. Heterocyclic Chem., (2010).

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