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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 Grieco elimination ： ウィキペディア英語版 Grieco elimination The Grieco elimination is an organic reaction describing the elimination reaction of an aliphatic primary alcohol through a selenide to a terminal alkene. It is named for Paul Grieco. The alcohol first reacts with ''o''-nitrophenylselenocyanate and tributylphosphine to form a selenide via a nucleophilic substitution on the electron-deficient selenium. In the second step, the selenide is oxidized with hydrogen peroxide to give a selenoxide. This structure decomposes to form an alkene by an Ei elimination mechanism with expulsion of a selenol in a fashion similar to that of the Cope elimination. This reaction takes part in the synthesis of ring C of the Danishefsky Taxol synthesis. == References == * ''Organoselenium chemistry. A facile one-step synthesis of alkyl aryl selenides from alcohols'' Paul A. Grieco, Sydney Gilman, Mugio Nishizawa; J. Org. Chem.; 1976; 41(8); 1485-1486. * ''Olefin synthesis. Rate enhancement of the elimination of alkyl aryl selenoxides by electron-withdrawing substituents'' K. Barry Sharpless and Michael W. Young J. Org. Chem.; 1975; ; 947 - 949. 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「Grieco elimination」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.