Aldol-Tishchenko Reaction

The Aldol-Tishchenko reaction is a tandem reaction involving an Aldol reaction and a Tishchenko reaction. In organic synthesis it is a method to convert aldehydes and ketones into 1,3-hydroxyl compounds. The reaction sequence in many examples starts from conversion of a ketone into an enolate by action of lithium diisopropylamide (LDA). The mono-ester diol is then converted into the diol by a hydrolysis step. With both the acetyl trimethylsilane and propiophenone as reactants, the diol is obtained as a pure diastereoisomer.

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