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 [1] and propiophenone [2] as reactants, the diol is obtained as a pure diastereoisomer.