CHEM 3332 Lecture 25Outline of Last Lecture Chapter 22Review1.2.Ch. 22 Introduces a third pathwayAlpha Carbon ReactionsI.II.Acidity of Carbonyl CompoundsKeto- Enol TautomerizationBase-catalystAcid Catalyst1. Alpha substitution2. Basic conditionsB. Alpha- Bromination of carboxylic acidsOutline of Current Lecture C. Alkylation of ketone and esters (and nitriles)D. Alkylation of EnamineStork SynthesisE. Alkylation of Beta – Dicarbonyl Compounds1. Malaonic Ester SynthesisStepsMechanismExampleFormation of Cyclic carboxylic Acids with malonic ester synthesis (ring size: 3-6)2. acetoacetic Ester Synthesis:StepsExampleSynthesis ExampleII. Condensation reactionsA. Aldol CondensationExampleDehydration of alcohol productsB. Crosses (mixed):Successful crossed aldolC. Intramolecular AldolD. Clasien CondensationThese notes represent a detailed interpretation of the professor’s lecture. GradeBuddy is best used as a supplement to your own notes, not as a substitute.E. Crossed (Mixed) ClaisenCurrent
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