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Effects of Conditions on Elimination Reactions and Stereochemistry of Alkene Formation

This article explores the intricacies of elimination reactions, focusing on E1 and E2 mechanisms. It highlights how various conditions influence the stability of alkenes formed during these processes. For E1 reactions, the more stable alkene is favored, while E2 reactions depend on the arrangement of β-hydrogens on the carbon atom. The paper also discusses anti-periplanar orientations leading to Z-configured products. Key topics include competition between substitution and elimination pathways, alongside detailed mechanisms of both reactions and their implications for synthetic applications.

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Effects of Conditions on Elimination Reactions and Stereochemistry of Alkene Formation

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  1. Elimination Equilibria

  2. Effects of Conditions on Eliminations

  3. Stereochemistry of Eliminations E1 – More stable alkene dominates E2 – Two β-hydrogens on the more substituted carbon - More stable alkene dominates E2 – One β-hydrogen on the more substituted carbon - anti-periplanar gives Z here

  4. Elimination Reactions (I)

  5. Elimination Reactions (II)

  6. Competition Between Substitutions and Eliminations (I)

  7. Competition Between Substitutions and Eliminations (II)

  8. Mechanisms (I)

  9. Mechanisms (II)

  10. Synthesis

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