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Lewis Base Promoted Annulations Of Allenoates With 1,4-Naphthoquinones, Nicole Marie Shoup

Electronic Theses and Dissertations

Lewis base promoted cyclization of allenoates with electron deficient olefins open up the possibility to generate more complex organic structures. By generating more complex molecules, we are able to produce new compounds for biomedical and material applications. Both phosphine and amine Lewis bases offer interesting annulations with allenoates resulting in Lu or Morita–Baylis–Hillman type reactions. Once the Lewis base engages with the allenoate there can be several modes of nucleophilic reactivity that allows for the allenic ester to act as a two or three carbon synthon. The allenoate can then react with varying electron deficient olefins generating more complex molecules …