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Reaction of Carbon Nucleophiles with Carbonyl Groups

Continued. Wittig and Phosphorus related a-Me3Si- carbanionsSulfur Ylides and Related NucleophilesNucleophilic Addition-cyclizations. Outline. Addition and Condensation Rx'sGeneral MechanismMixed Adol with AromaticsRegio and Stereo controlIntramolecularImmines and IminiumMannichAmine Cata

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Reaction of Carbon Nucleophiles with Carbonyl Groups

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    1. Reaction of Carbon Nucleophiles with Carbonyl Groups Or condensing we will go! Chapter 2

    2. Continued Wittig and Phosphorus related a-Me3Si- carbanions Sulfur Ylides and Related Nucleophiles Nucleophilic Addition-cyclizations

    3. Outline Addition and Condensation Rx’s General Mechanism Mixed Adol with Aromatics Regio and Stereo control Intramolecular Immines and Iminium Mannich Amine Catalyzed Acylation of Carbanions

    4. General Mechanism Nucleophilic addition to a ketone or aldehyde Acid or Base catalyzed Dehydration to a conjugated C=C

    5. Acid Mech.

    6. Examples

    7. Mixed Aldol: AKA Claisen-Schmidt Usually an aldehyde with no a-protons Dehydration to lowest energy Claisen – Aldol between two esters with subsequent decarboxylation.

    8. Mixed Aldol Examples

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