Proceedings of the Japan Academy, Series B
Online ISSN : 1349-2896
Print ISSN : 0386-2208
ISSN-L : 0386-2208
Reviews
Bis(iodozincio)methane as a synthetic tool
Seijiro MATSUBARAKoichiro OSHIMA
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2003 年 79B 巻 3 号 p. 71-77

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Bis(iodozincio)methane was prepared from diiodomethane and zinc in the presence of a catalytic amount of lead. The compound showed a high potential as an organic synthetic reagent. The reaction with carbonyl compounds proceeded to give methylenated products. The reagent also reacted with a couple of electrophiles sequentially. The function as Lewis acid is also unique. It coordinated with 1, 2-dicarbonyl compounds in face-to-face manner and assisted the stepwise nucleophilic attack on the carbon center of the reagent; the products are cis-1, 2-cyclopropanediols. A structural study was also examined.

(Communicated by Hitosi NOZAKI, M. J. A., March 12, 2003)
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© 2003 The Japan Academy
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