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Synthesis 2014; 46(15): 2007-2023
DOI: 10.1055/s-0034-1378209
DOI: 10.1055/s-0034-1378209
short review
Thioureas as Ligands in Organometallic Reactions
Further Information
Publication History
Received: 10 April 2014
Accepted after revision: 12 May 2014
Publication Date:
23 June 2014 (online)
Dedicated to Professor K. C. Nicolaou on the occasion of his 68th birthday and Professor Henry N. C. Wong on the occasion of his 64th birthday.
Abstract
Thioureas are air and moisture stable, and they can coordinate to various metal centers, making their derivatives versatile ligands for transition-metal-catalyzed reactions. This account provides an overview of recent developments in the use of thioureas as ligands in organometallic-catalyzed reactions, with particular emphasis on their application to the total synthesis of natural products.
1 Introduction
2 Development of Thioureas as Ligands in Transition-Metal-Catalyzed Reactions
2.1 Carbonylative Annulation
2.2 Pauson–Khand Reaction (Intramolecular and Intermolecular)
2.3 Thiourea–Palladium-Catalyzed Carbonylation of Terminal Olefins
2.4 Thiourea–Palladium-Catalyzed Heck Coupling Reaction
2.5 Suzuki Coupling and Suzuki Carbonylative Reaction
2.6 Negishi Coupling
2.7 Other Reactions
3 Applications in Total Synthesis of Natural Products
3.1 (±)-Schindilactone A
3.2 Crisamicin A
4 Conclusion and Outlook
-
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