
Tishchenko反應,兩分子的醛通過歧化反應制備酯的反應。
反應機理
烷氧基鋁作為 Lewis酸和一分子醛絡合,絡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的1,3-氫遷移得到鋁配位的酯。

此反應可能的副反應是催化劑的烷氧基參與下述歷程:


可以通過降低反應溫度和減少催化劑的量來減少此副反應的影響。
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編譯自:Organic Chemistry Portal













