@article{oai:u-ryukyu.repo.nii.ac.jp:02003757,
 author = {Utsukihara, Takamitsu and Yokoyama, Yuuya and Kaneko, Katsuo and Yoshino, Isao and Miyasaka, Tohru and Satoh, J. Yasuo and Kuniyoshi, Masayuki and Horiuchi, C. Akira and 国吉, 正之},
 issue = {82},
 journal = {琉球大学理学部紀要, Bulletin of the College of Science. University of the Ryukyus},
 month = {Oct},
 note = {Reaction of 5$\alpha$-cholest-2-ene (1) with iodine (2.0mol equiv) and copper (2) acetate (2.0mol equiv) in acetic acid under refluxing yielded 5$\alpha$-cholestane-2$\beta$, 3$\beta$-diol 2-acetate (4) (13%), 2-iodoacetate (5) (55%), 3-iodoacetate (6) (10%), and 2-iodoacetate 3-acetate (7) (13%). Then the hydrolysis of these reaction mixtures afforded the more hindered 2$\beta$, 3$\beta$-diol (13) in  good yield. In the case of cyclohexene (2), the similar compounds were obtained. In order to clarify the reaction pathway of the unexpected hydroxy iodoacetate, the reaction of cis-hydroxy acetate with iodine-copper(2) acetate was carried out. It was found that copper is coordinated to the oxygen of the hydroxyl group and the carbonyl group of the acetate so that the methyl group of the acetate may be activated, and then iodination occurs at the acetoxyl group., 紀要論文},
 pages = {77--87},
 title = {Reaction of 5$\alpha$-Cholest-2-ene with Iodine-Copper (2) Acetate},
 year = {2006}
}