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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 Fráter–Seebach alkylation ： ウィキペディア英語版 Fráter–Seebach alkylation In organic chemistry, the Fráter–Seebach alkylation (also known as Seebach–Fráter alkylation or Fráter–Seebach reaction) is a diastereoselective alkylation of chiral beta-hydroxy esters using strong bases. The reaction was first published by G. Fráter in 1979; in 1980, Dieter Seebach reported about a similar reaction with malic acid ester. == Outline and mechanism == Chiral beta-hydroxy esters can be treated with two equivalents of a strong base (lithium diisopropylamide (LDA) or lithium bis(trimethylsilyl)amide (LHMDS) are popular choices) to both remove the proton on the alcohol and enolize the ester. An alkylating agent (methyl iodide in the case of Fráter's publication) is then added. This attacks from the opposite face of the chiral hydroxyl group to avoid steric hindrance as shown below in the 6-membered transition state with chelating metal ions. This reaction has since been used in the synthesis of many natural products due to its high yield and diastereoselectivity. 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「Fráter–Seebach alkylation」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.