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Synlett 2018; 29(17): 2225-2237
DOI: 10.1055/s-0037-1610203
DOI: 10.1055/s-0037-1610203
account
From Straightforward Gold(I)-Catalyzed Enyne Cyclizations to more Demanding Intermolecular Reactions of Alkynes with Alkenes
We thank Agencia Estatal de Investigación (AEI)/FEDER, UE (CTQ2016-75960-P and FPI Fellowship to C.G.M.), Severo Ochoa Excellence Accreditation 2014-2018 (SEV-2013-0319), the European Research Council (Advanced Grant No. 321066), the AGAUR (2017 SGR 1257), and CERCA Program/Generalitat de Catalunya for financial support.Further Information
Publication History
Received: 17 May 2018
Accepted after revision: 10 June 2018
Publication Date:
19 July 2018 (online)
Abstract
Gold(I) complexes are the catalysts of choice for the selective activation of alkynes in the presence of other unsaturated functional groups. In this Account, we present the development of gold(I)-catalyzed intermolecular reactions of terminal alkynes with functionalized alkenes. In particular, we focus on the synthesis of cyclobutenes by asymmetric gold(I)-catalyzed [2+2] cycloaddition and its applications.
1 Introduction
2 Intramolecular Gold(I)-Catalyzed Synthesis of Cyclobutenes
2.1 Role of Cyclobutenes in 1,n-Enynes Cycloisomerizations
2.2 [2+2] Cycloaddition of 1,n-Enynes
3 Intermolecular Gold(I)-Catalyzed Reactions of Terminal Alkynes with Alkenes
3.1 [2+2] Cycloaddition of Alkynes with Alkenes
3.2 Reactions of Propiolic Acid with Alkenes
3.3 [2+2+2] Cycloaddition of Alkynes with Oxoalkenes
3.4 Reaction of Alkynes with Furanes
4 Gold(I)-Catalyzed Enantioselective Synthesis of Cyclobutenes
5 Concluding Remarks
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