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Construction of Heterocyclesby the Strategic Use of Alkyne π-Activation in CatalyzedCascade Reactions

Synthesis · 2008 · Vol. 2008(20) · pp. 3183–3204

Abstract

This review highlights the synthesis of heterocycles via cascade reactions that involve the activation of an alkyne using carbophilic Lewis acids. Primarily guided by the type of reactivity evolving from the alkyne activation, such key steps are categorized as the addition of simple heteroatom nucleophiles, intramolecular carboalkoxylations, addition of carbonyl nucleophiles, rearrangement of propargylic esters, and enyne cycloisomerizations. Additionally, the functionalization of existing heterocycles is discussed.

Catalytic Alkyne ReactionsCatalytic C–H Functionalization MethodsAsymmetric Synthesis and CatalysisChemistryAlkyneNucleophileReactivity (psychology)Intramolecular forceCombinatorial chemistryCatalysisHeteroatomCascadeEnyne

Funding

  • Deutsche Forschungsgemeinschaft
  • Technische Universität München
Citations
277
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20.51
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