<Memoir>Regio- and Stereochemistry of the Acetoxyiodination of Alkenes with lodine : Peracetic Acid
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概要
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The acetoxyiodinations of cis- and trans-4-methyl-2-pentenes, and anethole (transform) with iodine-peracetic acid in acetic acid gave threo- and erythro-2-iodo-l, 3-dimethylbutyl acetates and erythro-2-iodo-1- (p-methoxyphenyl) propyl acetate, respectively. Structural assignments of the products were deduced by ^1H NMR analysis of the adducts and by comparing the ^1H NMR spectra of the epoxides obtained by the stereospecific epoxidation of the adducts with base with those of the corresponding authentic samples. The results show that the acetoxyiodinations are completely regiospecific and anti stereospecific, suggesting that the reactions should involve a strongly bonded iodonium ion intermediate.
- 沼津工業高等専門学校の論文
- 1985-01-31