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Gold(I)-Catalysis for the Synthesis of Terpenoids: From Intramolecular Cascades to Intermolecular Cycloadditions

Journal

ISRAEL JOURNAL OF CHEMISTRY
Volume 58, Issue 5, Pages 639-658

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ijch.201800006

Keywords

Gold(I) catalysis; Cyclizations; Enynes; Terpenoids; Total Synthesis; Rearrangements

Funding

  1. Agencia Estatal de Investigacion (AEI)/FEDER, UE [CTQ2016-75960-P]
  2. Severo Ochoa Excellence Acreditation [SEV-2013-0319]
  3. Severo Ochoa Excellence Acreditation (Severo Ochoa predoctoral fellowship)
  4. European Research Council [321066]
  5. AGAUR [2017 SGR 1257]
  6. CERCA Program / Generalitat de Catalunya

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Gold(I)-catalyzed cycloisomerizations of 1,n-enynes proceed through electrophilic intermediates that can be trapped intra- or intermolecularly by a variety of hetero- and carbon nucleophiles to form complex skeletons in a single step. This review covers the efforts of our group towards the development of new reactions that have been successfully applied in the total synthesis of several natural terpenoids and related carbocyclic structures, as well as for the ready access to challenging linear acenes.

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