Enolate and Other Carbon Nucleophiles

this chapter discusses the structure, stability, and methods for generation of ends and enolate anions. The reactions of these species as nucleophiles with halo- 

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Section 11.6 discussed the acid-catalyzed addition of water to alkynes. The initial product of this reaction, called an enol, has a hydroxy group attached to one of the carbons of a CC double bond. The enol is unstable and rapidly converts to its tautomer, a carbonyl compound. The carbonyl and enol tautomers of acetone are shown in the following equation  

For the reverse reaction the proton is first added to the carbon of the enol 

O In base a proton is first removed from the carbon of the carbonyl tautomer. 

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Chapters 1 and 2 focus on enolates and other carbon nucleophiles in synthesis. Chapter 1 discusses enolate formation and alkylation. Chapter 2 broadens the discussion to other carbon nucleophiles in the context of the generalized aldol reaction, which includes the Wittig, Peterson, and Julia olefination reactions. The chapter and considers the stereochemistry of the aldol reaction in some detail, including the use of chiral auxiliaries and enantioselective catalysts. 

Predicting the Products of the Reactions of Enolate and Other Carbon Nucleophiles... 

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