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Unformatted text preview: both have alpha hydrogens) i. Best performed with one carbonyl lacking any alpha hydrogens (eg benzaldehyde) and other carbonyl having limited alpha hydrogens ii. Always results in beta-hydroxycarbonyl iii. Use of LDA to create only one product via stoichiometric equivalents (1 carbonyl(A) : 1 equiv LDA enolate, add 1 equiv carbonyl(B) product O H O OH O Bond Formed IV. Alkylation a. Use of LDA to control reactivity (K eq = 10 17 for enolate formation) b. Can also before with alpha, beta diketones O N Li O R-X O R Bond Formed O O NaOH (cat) R-X O O R Bond Formed...
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- Spring '07
- Proton, Chemical reaction, Carbonyl, Aldehyde, acidic protons