Olefination Reactions in the Synthesis of Cyclophanes

  title={Olefination Reactions in the Synthesis of Cyclophanes},
  author={G. Bodwell and Penchal Reddy Nandaluru},
  journal={Israel Journal of Chemistry},
A survey of olefination reactions that have been used in the synthesis of cyclophanes is presented. This covers the Ramberg–Backlund reaction, the Wittig and related reactions, the McMurry and related reactions, ring-closing metathesis (alkenes, alkynes and ene-ynes), aldol condensations and Siegrist reactions, as well as miscellaneous reactions. The McMurry reaction and ring-closing metathesis have enjoyed the greatest popularity in recent years, but they are typically used for complementary… Expand
29 Citations
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The Kowalski two-step chain homologation of esters to siloxyalkynes proved superior over the original one-step protocol. Expand
Development of perfluoroarene-arene interactions for macrocyclic en-yne metathesis and the total synthesis of macrocyclic natural products.
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Synthesis and ring-opening metathesis of tetraalkoxy-substituted [2.2]paracyclophane-1,9-dienes.
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Asymmetric total synthesis of ent-(-)-roseophilin: assignment of absolute configuration.
  • D. Boger, J. Hong
  • Chemistry, Medicine
  • Journal of the American Chemical Society
  • 2001
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The efforts of many research groups who have used the combination of these two powerful reactions (either together in concert or separated by a few multistep sequences) for the synthesis of supramolecular ligands, polyaromatic compounds, and complex natural products are summarized. Expand
Synthesis and structure of m-terphenyl-based cyclophanes with nitrogen intra-annular functional groups.
An efficient synthesis of cyclophanes comprised of intra-annular nitrogen functional groups through a template-promoted cyclization by ring-closing metathesis (RCM) to provide a macrocycle containing the diamine functionality. Expand
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