Vinylphosphonates in Organic Synthesis

Abstract

A variety of functionalized vinylphosphonates were investigated as tools in organic synthesis and their use as synthetic intermediates is also reported. 1. Introduction 2. Synthesis of Vinylphosphonates 2.1. Via Oxidative Elimination of Organosulfenyl and Organoselenyl Moieties in α-Sulfenyl-and α-Selenylphosphonates (Method A) 2.2. Via Dehydration of β-Hydroxyethylphosphonates or Condensation of Functionalized Methylphosphonates with Aldehydes (Method B) 2.3. Via Homer-Emmons Reaction, Wittig Reaction, and Peterson Reaction (Method C) 2.4. Via Transition Metal Catalyzed Synthesis (Method D) 2.5. Via Other Synthetic Methods (Method E) 2.6. Summary of Section 2 3. Synthetic Applications 3.1. Synthesis of Heterocyclic Compounds 3.2. Syntheses of Carbocyclic Compounds 3.3. Synthetic Application to Carbon Homologation Reaction 3.4. Other Synthetic Applications 4. Synthesis and Reactions of Functionalized 1,3-Dienylphosphonates 5. Synthesis and Reactions of Propadienyl and Heteropropadienylphosphonates 6. Synthesis and Reactions of Fluorine-Containing Vinylphosphonates 7. Conclusion