Abstract

3-Alkoxyacroleins are reviewed as useful C3 building blocks for cyclizations and C-C bond connections. They open pathways to a variety of heterocyclic systems with up to fourteen-membered rings and permit oxopropenylations of carbon nucleophiles, resulting in other versatile intermediates such as α,β-unsaturated aldehydes and 1-alkoxy-1,3-dienes. 1. Introduction 2. Synthesis of 3-Alkoxyacroleins 3. Aminolysis of 3-Alkoxyacroleins and Reactions of 3-Aminoacroleins 4. Cyclizations of 3-Alkoxyacroleins with Heterocyclic Enamines 5. Cyclizations with Amidines 6. Cyclizations with Hydrazines 7. Cyclizations with Enediamines 8. Reductive Coupling of 3-Ethoxyacroleins (McMurry Reaction) 9. Reactions with Carbon Nucleophiles 10. Reactions with Ylides

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