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[2+2+2] Cycloaddition Reactions of Macrocyclic Systems Catalyzed by Transition Metals. A Review

Journal

MOLECULES
Volume 15, Issue 12, Pages 9230-9251

Publisher

MDPI AG
DOI: 10.3390/molecules15129230

Keywords

azamacrocycles; alkynes; alkenes; [2+2+2] cycloadditions; transition metals

Funding

  1. Spanish Ministry of Science and Innovation (MICINN)
  2. Generalitat de Catalunya
  3. [CTQ2008-05409-C02-02]
  4. [2009SGR637]

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Polyalkyne and enediyne azamacrocycles are prepared from arenesulfonamides and various alkyne and alkene derivatives either under basic or neutral conditions. The new family of macrocyclic substrates is tested in the [2+2+2] cycloaddition reaction. Several catalysts are used for the cycloisomerization reaction, and their enantioinduction is evaluated as appropriate. The effect of the structural features of the macrocycles, namely the ring size, substituents in precise positions and the number and type of unsaturations, on the [2+2+2] cycloaddition reaction has also been studied.

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