Tishchenko反應(yīng)，兩分子的醛通過歧化反應(yīng)制備酯的反應(yīng)。
反應(yīng)機理
烷氧基鋁作為 Lewis酸和一分子醛絡(luò)合，絡(luò)合得到的活化的羰基更容易被第二分子的醛進行加成，生成半縮醛中間體：
生成的半縮醛中間體通過分子內(nèi)的1,3-氫遷移得到鋁配位的酯。
此反應(yīng)可能的副反應(yīng)是催化劑的烷氧基參與下述歷程：
可以通過降低反應(yīng)溫度和減少催化劑的量來減少此副反應(yīng)的影響。
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Nucleophile- or Light-Induced Synthesis of 3-Substituted Phthalides from 2-Formylarylketones
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Direct Catalytic Asymmetric Aldol-Tishchenko Reaction
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編譯自：Organic Chemistry Portal
