4.6 Review

Gold-Catalyzed Cyclizations of Alkynol-Based Compounds: Synthesis of Natural Products and Derivatives

Journal

MOLECULES
Volume 16, Issue 9, Pages 7815-7843

Publisher

MDPI
DOI: 10.3390/molecules16097815

Keywords

gold catalysis; alkynols; total synthesis; natural products

Funding

  1. DGI-MICINN [CTQ2009-09318]
  2. Conunidad Autonoma de Madrid (CAM) [S2009/PPQ-1752]
  3. SANTANDER-UCM [GR35/10-A]
  4. Fondo Social Europeo

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The last decade has witnessed dramatic growth in the number of reactions catalyzed by gold complexes because of their powerful soft Lewis acid nature. In particular, the gold-catalyzed activation of propargylic compounds has progressively emerged in recent years. Some of these gold-catalyzed reactions in alkynes have been optimized and show significant utility in organic synthesis. Thus, apart from significant methodology work, in the meantime gold-catalyzed cyclizations in alkynol derivatives have become an efficient tool in total synthesis. However, there is a lack of specific review articles covering the joined importance of both gold salts and alkynol-based compounds for the synthesis of natural products and derivatives. The aim of this Review is to survey the chemistry of alkynol derivatives under gold-catalyzed cyclization conditions and its utility in total synthesis, concentrating on the advances that have been made in the last decade, and in particular in the last quinquennium.

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