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Ester Enolates & Amines: Synthetic Chemistry Overview

Explore the synthesis of ester enolates, malonic ester synthesis, amines, barbiturates, and amine structures, bonding, and uses in organic chemistry. Discover examples of a,a-disubstituted ketones and natural products involving amines. 8 Relevant

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Ester Enolates & Amines: Synthetic Chemistry Overview

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  1. Lecture 35 – Chapter 21 : Ester Enolates • Uses of b-ketoesters • The malonic ester synthesis • Amines

  2. From alcohols to a,a-disubstituted ketones

  3. Examples:

  4. The Malonic Ester Synthesis

  5. Barbiturates

  6. Amine nomenclature, structure and bonding Structure – N is sp3 hybridized, H-N-H bond angles in CH3NH2 ~ 106o Alkyl substituents cause larger bond angles due to steric hindrance A ball-and-stick model of methylamine Figure 22.1

  7. Uses of Amines as bases Amine bases stronger than H2O or ROH but much weaker than HO- or RO-

  8. Examples of Amine natural products:

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