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翻訳と辞書　辞書検索 [ 開発暫定版 ] スポンサード リンク Woodward cis-hydroxylation ： ウィキペディア英語版 Woodward cis-hydroxylation The Woodward cis-hydroxylation is the chemical reaction of alkenes with iodine and silver acetate in wet acetic acid to form cis-diols.〔Woodward, R. B., 〕〔Woodward, R. B.; Brutcher, F. V. ''J. Am. Chem. Soc.'' 1958, ''80'', 209. ()〕 The reaction is named after its discoverer, Robert Burns Woodward. This reaction has found application in steroid synthesis.〔Mangoni, L.; Dovinola, V. ''Tetrahedron Lett.'' 1969, ''60'', 5235.〕 ==Reaction mechanism== The reaction of the iodine with the alkene is promoted by the silver acetate, thus forming an iodinium ion (3). The iodinium ion is opened via SN2 reaction by acetic acid (or silver acetate) to give the first intermediate, the iodo-acetate (4). Through anchimeric assistance, the iodine is displaced via another SN2 reaction to give an oxonium ion (5), which is subsequently hydrolyzed to the give the mono-ester (6). 抄文引用元・出典: フリー百科事典『 ウィキペディア（Wikipedia）』 ■ウィキペディアで「Woodward cis-hydroxylation」の詳細全文を読む スポンサード リンク 翻訳と辞書 : 翻訳のためのインターネットリソース Copyright(C) kotoba.ne.jp 1997-2016. All Rights Reserved.