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Gold-Catalyzed Cyclizations of Alkynol-Based Compounds: Synthesis of Natural Products and Derivatives
Grupo de Lactamas y Heterociclos Bioactivos, Departamento de Química Orgánica I, Unidad Asociada al CSIC, Facultad de Química, Universidad Complutense de Madrid, 28040-Madrid, Spain
Instituto de Química Orgánica General, CSIC, Juan de la Cierva 3, 28006-Madrid, Spain
* Authors to whom correspondence should be addressed.
Received: 15 August 2011; in revised form: 5 September 2011 / Accepted: 8 September 2011 / Published: 13 September 2011
Abstract: 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.
Keywords: gold catalysis; alkynols; total synthesis; natural products
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Alcaide, B.; Almendros, P.; Alonso, J.M. Gold-Catalyzed Cyclizations of Alkynol-Based Compounds: Synthesis of Natural Products and Derivatives. Molecules 2011, 16, 7815-7843.
Alcaide B, Almendros P, Alonso JM. Gold-Catalyzed Cyclizations of Alkynol-Based Compounds: Synthesis of Natural Products and Derivatives. Molecules. 2011; 16(9):7815-7843.
Alcaide, Benito; Almendros, Pedro; Alonso, José M. 2011. "Gold-Catalyzed Cyclizations of Alkynol-Based Compounds: Synthesis of Natural Products and Derivatives." Molecules 16, no. 9: 7815-7843.